[ CAS No. 434-45-7 ] {[proInfo.proName]}

Name: 434-45-7|2,2,2-Trifluoroacetophenone|98%
Brand: Ambeed
SKU: A603592
Rating: 95 (28 reviews)

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Quality Control of [ 434-45-7 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 434-45-7 ]

Product Details of [ 434-45-7 ]

CAS No. :	434-45-7	MDL No. :	MFCD00000420
Formula :	C₈H₅F₃O	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	KZJRKRQSDZGHEC-UHFFFAOYSA-N
M.W :	174.12	Pubchem ID :	9905
Synonyms :

Calculated chemistry of [ 434-45-7 ] Expand+

Physicochemical Properties

Num. heavy atoms :	12
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.12
Num. rotatable bonds :	2
Num. H-bond acceptors :	4.0
Num. H-bond donors :	0.0
Molar Refractivity :	36.83
TPSA :	17.07 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.84 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.65
Log Po/w (XLOGP3) :	2.15
Log Po/w (WLOGP) :	3.69
Log Po/w (MLOGP) :	2.25
Log Po/w (SILICOS-IT) :	2.7
Consensus Log Po/w :	2.49

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	2.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-2.51
Solubility :	0.536 mg/ml ; 0.00308 mol/l
Class :	Soluble
Log S (Ali) :	-2.14
Solubility :	1.26 mg/ml ; 0.00723 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.23
Solubility :	0.103 mg/ml ; 0.000592 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.0

Safety of [ 434-45-7 ]

Signal Word:	Danger	Class:	3
Precautionary Statements:	P261-P305+P351+P338	UN#:	1993
Hazard Statements:	H225-H315-H319-H335	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 434-45-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 434-45-7 ]
Downstream synthetic route of [ 434-45-7 ]

[ 434-45-7 ] Synthesis Path-Upstream 1~9

1
[ 54125-02-9 ]
[ 434-45-7 ]
[ 4652-27-1 ]
[ 130184-70-2 ]
[ 134387-59-0 ]
[ 134387-59-0 ]

Reference： [1] Heterocycles, 1991, vol. 32, # 2, p. 273 - 278
[2] Heterocycles, 1991, vol. 32, # 2, p. 273 - 278

2
[ 434-45-7 ]
[ 657-15-8 ]

Yield	Reaction Conditions	Operation in experiment
89%	at 0℃; for 1 h;	2,2,2-trifluoroacetophenone (0.5 mL, 3.68 mmol) was dissolved in sulfuric acid (3 mL), and added with NaN0₃ (0.31 g, 3.68 mmol). The reaction solution was stirred for about 1 hour at 0°C. The reaction mixture was calibrated to yield pH a range of 8 to 9 by adding an aqueous solution of 5 N NaOH. The reaction mixture was diluted with chloroform/2-propanol = 4/1 (v/v), and washed with distilled water. The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The concentrated compound was purified using silica gel chromatography to obtain the title compound (720 mg, 89percent). -NMR Spectrum (300 MHz, DMSO-MS(ESI⁺, m/z): 220 [M+H]⁺
89%	at 0℃; for 1 h;	2,2,2-trifluoroacetophenone (0.5 mL, 3.68 mmol) was dissolved in sulfuric acid (3 mL), and added with NaNO₃ (0.31 g, 3.68 mmol). The reaction solution was stirred for about 1 hour at 0° C. The reaction mixture was calibrated to yield pH a range of 8 to 9 by adding an aqueous solution of 5 N NaOH. The reaction mixture was diluted with chloroform/2-propanol=4/1 (v/v), and washed with distilled water. The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The concentrated compound was purified using silica gel chromatography to obtain the title compound (720 mg, 89percent). ¹H-NMR Spectrum (300 MHz, DMSO-d₆): δ 8.29 (s, 1H), 8.24 (d, 1H), 7.96 (d, 1H), 7.69 (t, 1H) MS (ESI⁺, m/z): 220 [M+H]⁺
76.2%	at -10 - 0℃; for 1 h;	Example 148A2,2,2-trifluoro-1-(3-nitrophenyl)ethanone; 20.0 g (114.9 mmol) of 2,2,2-trifluoroacetophenone were initially charged in 80 ml of conc. sulphuric acid, and the mixture was cooled to -10° C. A solution, prepared beforehand at -10° C., of 4.8 ml (114.8 mmol) of nitric acid in 20 ml of conc. sulphuric acid was added dropwise to this mixture such that the reaction temperature did not exceed -5° C. After the addition had ended, the reaction mixture was stirred between -10° C. and 0° C. for 1 h and then added carefully to ice-water. By addition of 50percent strength aqueous sodium hydroxide solution, the pH of the mixture was adjusted to about 9-10. The mixture was extracted three times with ethyl acetate, and the combined organic phases were dried over magnesium sulphate and concentrated under reduced pressure. The residue was purified by chromatography on silica gel (mobile phase initially cyclohexane/dichloromethane 2:1 to 1:1, finally pure dichloromethane) This gave 19.2 g of the target product (76.2percent of theory).LC-MS (Method 6): R_t=0.81 min; m/z=236.GC-MS (Method 1): R_t=3.19 min; m/z=150 (M-CF₃)⁺.

67%

at -5℃; for 3 h;

o a solution of 2,2,2-trifluoro-1 -phenylethan-1 -one (5 g, 28.7 mmol) in C.H2SO4 (10 mL) at -5 °C was added a solution of c.H₂S0₄and f.HN0₃(1 A , 16 mL) and the reaction mixture was stirred for 3 hours. The resulting solution was poured onto ice/water (100 mL) and extracted using ethyl acetate (2 x 100 mL). The combined organics were washed with water (100 mL), brine (100 mL), dried (Na₂S0₄) and concentrated in vacuo. The crude product was purified by column chromatography on silica gel using 20percent EtOAc-hexanes eluent to give 2,2,2- trifluoro-1 -(3-nitrophenyl)ethan-1 -one as a yellow liquid (4.2 g , 67percent).¹H NMR (400 MHz, CDCI3) δ = 8.92 (s, 1 H), 8.59 (dd, J = 8.1 , 1 .4 Hz, 1 H), 8.41 (d, J = 7.8 Hz, 1 H), 7.82 (t, J = 8.1 Hz, 1 H).¹⁹F NMR (233.33 MHz, CDCI₃): -71 .82 (s,3F).

Reference： [1] Patent: WO2013/100632, 2013, A1, . Location in patent: Page/Page column 89; 90
[2] Patent: US2014/371219, 2014, A1, . Location in patent: Paragraph 0624; 0625; 0626
[3] Patent: US2011/130445, 2011, A1, . Location in patent: Page/Page column 64
[4] Patent: WO2016/131098, 2016, A1, . Location in patent: Page/Page column 155
[5] Doklady Chemistry, 1985, vol. 281, p. 130 - 133[6] Dokl. Akad. Nauk SSSR Ser. Khim., 1985, vol. 281, # 6, p. 1378 - 1383
[7] Journal of Organic Chemistry, 1968, vol. 33, p. 4231 - 4236
[8] Canadian Journal of Chemistry, 1960, vol. 38, p. 399 - 406
[9] Canadian Journal of Chemistry, 1964, vol. 42, p. 439 - 446
[10] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1994, # 7, p. 903 - 908
[11] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 5, p. 1649 - 1653
[12] Patent: EP2305672, 2011, A1, . Location in patent: Page/Page column 63-64

3
[ 434-45-7 ]
[ 657-15-8 ]
[ 17408-17-2 ]

Reference： [1] Synthesis, 1995, # 11, p. 1353 - 1354
[2] Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1989, vol. 38, # 7.2, p. 1522 - 1526[3] Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1989, # 7, p. 1660 - 1664
[4] Russian Chemical Bulletin, 1998, vol. 47, # 5, p. 924 - 927

4
[ 434-45-7 ]
[ 321-31-3 ]

Reference： [1] Journal of the American Chemical Society, 1951, vol. 73, p. 709

5
[ 15206-55-0 ]
[ 434-45-7 ]
[ 10531-50-7 ]
[ 21210-43-5 ]
[ 20698-91-3 ]
[ 340-06-7 ]

Reference： [1] Catalysis Communications, 2011, vol. 12, # 15, p. 1410 - 1414

6
[ 71996-41-3 ]
[ 434-45-7 ]
[ 29671-92-9 ]

Reference： [1] Journal of Organic Chemistry USSR (English Translation), 1982, vol. 18, # 10, p. 1822 - 1828[2] Zhurnal Organicheskoi Khimii, 1982, vol. 18, # 10, p. 2071 - 2077

7
[ 434-45-7 ]
[ 78191-00-1 ]

Reference： [1] Tetrahedron Letters, 2003, vol. 44, # 38, p. 7213 - 7216

8
[ 434-45-7 ]
[ 22038-85-3 ]

Reference： [1] Tetrahedron Letters, 1991, vol. 32, # 8, p. 987 - 990
[2] Patent: WO2011/42496, 2011, A1,
[3] Organic Letters, 2015, vol. 17, # 10, p. 2431 - 2433

9
[ 434-45-7 ]
[ 1589570-35-3 ]
[ 22038-85-3 ]

Reference： [1] RSC Advances, 2013, vol. 3, # 25, p. 9820 - 9828

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Technical Information

• 1,4-Addition of an Amine to a Conjugated Enone • 1,4-Additions of Organometallic Reagents • Acetal Formation • Acid-Catalyzed α -Halogenation of Ketones • Add Hydrogen Cyanide to Aldehydes and Ketones to Produce Alcohols • Alcohol Syntheses from Aldehydes, Ketones and Organometallics • Aldehydes and Ketones Form Hemiacetals Reversibly • Aldehydes May Made by Terminal Alkynes Though Hydroboration-oxidation • Aldol Addition • Aldol Condensation • Alkenes React with Ozone to Produce Carbonyl Compounds • Alkyl Halide Occurrence • Alkylation of Aldehydes or Ketones • Alkylation of Enolate Ions • An Alkane are Prepared from an Haloalkane • Baeyer-Villiger Oxidation • Barbier Coupling Reaction • Base-Catalyzed Hydration of α,β -Unsaturated Aldehydes and Ketones • Baylis-Hillman Reaction • Benzylic Oxidation • Birch Reduction • Birch Reduction of Benzene • Blanc Chloromethylation • Bucherer-Bergs Reaction • Claisen Condensations Produce β-Dicarbonyl Compounds • Claisen Condensations Produce β-Dicarbonyl Compounds • Clemmensen Reduction • Complete Benzylic Oxidations of Alkyl Chains • Complete Benzylic Oxidations of Alkyl Chains • Conjugated Enone Takes Part in 1,4-Additions • Conversion of Amino with Nitro • Corey-Bakshi-Shibata (CBS) Reduction • Corey-Chaykovsky Reaction • Cyanohydrins can be Convert to Carbonyl Compounds under Basic Conditions • Decarboxylation of 3-Ketoacids Yields Ketones • Decarboxylation of Substituted Propanedioic • Deoxygenation of the Carbonyl Group • Deprotonation of a Carbonyl Compound at the α -Carbon • Deprotonation of Methylbenzene • Diorganocuprates Convert Acyl Chlorides into Ketones • Directing Electron-Donating Effects of Alkyl • Dithioacetal Formation • Electrophilic Chloromethylation of Polystyrene • Enamines Can Be Used to Prepare Alkylated Aldehydes • Enol-Keto Equilibration • Enolate Ions Are Protonated to Form ketones • Exclusive 1,4-Addition of a Lithium Organocuprate • Fischer Indole Synthesis • Friedel-Crafts Alkylation of Benzene with Acyl Chlorides • Friedel-Crafts Alkylation of Benzene with Carboxylic Anhydrides • Friedel-Crafts Alkylation of Benzene with Haloalkanes • Friedel-Crafts Alkylation Using Alkenes • Friedel-Crafts Alkylations of Benzene Using Alkenes • Friedel-Crafts Alkylations Using Alcohols • Friedel-Crafts Reaction • Furan Hydrolyzes to Dicarbonyl Compounds • Geminal Diols and Acetals Can Be Hydrolyzed to Carbonyl Compounds • Grignard Reaction • Groups that Withdraw Electrons Inductively Are Deactivating and Meta Directing • Halogenation of Benzene • Hantzsch Pyridine Synthesis • Hemiaminal Formation from Amines and Aldehydes or Ketones • Hemiaminal Formation from Amines and Aldehydes or Ketones • Henry Nitroaldol Reaction • HIO4 Oxidatively Degrades Vicinal Diols to Give Carbonyl Derivatives • Horner-Wadsworth-Emmons Reaction • Hydration of the Carbonyl Group • Hydride Reductions • Hydride Reductions of Aldehydes and Ketones to Alcohols • Hydride Reductions of Aldehydes and Ketones to Alcohols • Hydrogenation by Palladium on Carbon Gives the Saturated Carbonyl Compound • Hydrogenation to Cyclohexane • Hydrogenolysis of Benzyl Ether • Hydrolysis of Imines to Aldehydes and Ketones • Imine Formation from Amines and Aldehydes or Ketones • Isomerization of β, γ -Unsaturated Carbonyl Compounds • Ketone Synthesis from Nitriles • Ketones Undergo Mixed Claisen Reactions to Form β-Dicarbonyl Compounds • Lawesson's Reagent • Leuckart-Wallach Reaction • Lithium Organocuprate may Add to the α ,β -Unsaturated Carbonyl Function in 1,4-Fashion • Mannich Reaction • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Mercury Ions Catalyze Alkynes to Ketones • Michael Addition • Nitration of Benzene • Nucleophilic Aromatic Substitution • Nucleophilic Aromatic Substitution with Amine • Oxidation of Alcohols to Carbonyl Compounds • Oxidation of Alkyl-substituted Benzenes Gives Aromatic Ketones • Passerini Reaction • Paternò-Büchi Reaction • Petasis Reaction • Peterson Olefination • Phenylhydrazone and Phenylosazone Formation • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Alkylbenzene • Preparation of Amines • Prins Reaction • Pyrroles, Furans, and Thiophenes are Prepared from γ-Dicarbonyl Compounds • Reactions of Aldehydes and Ketones • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reductive Amination • Reductive Amination • Reductive Removal of a Diazonium Group • Reformatsky Reaction • Reverse Sulfonation——Hydrolysis • Robinson Annulation • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Specialized Acylation Reagents-Ketenes • Stobbe Condensation • Strecker Synthesis • Sulfonation of Benzene • Tebbe Olefination • The Acylium Ion Attack Benzene to Form Phenyl Ketones • The Claisen Rearrangement • The Nitro Group Conver to the Amino Function • The Reaction of Alkynyl Anions with Carbonyl Derivatives • The Wittig Reaction • Thiazolium Salt Catalysis in Aldehyde Coupling • Thiazolium Salts Catalyze Aldehyde Coupling • Thiazolium Salts Catalyze Aldehyde Coupling • Ugi Reaction • Use 1,3-dithiane to Prepare of α-Hydroxyketones • Vilsmeier-Haack Reaction • Wittig Reaction • Wolff-Kishner Reduction

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Yield	Reaction Conditions	Operation in experiment
96%	With β-nicotinamide adenine dinucleotide 2’-phosphate reduced tetrasodium salt; D-glucose; Clostridium acetobutylicum alcohol dehydrogenase; In aq. phosphate buffer; dimethyl sulfoxide;pH 8;Enzymatic reaction;	A solution of NADPH (21 mg, 0.0287 mmol, 0.01 eq.), D-glucose (3.09 g, 17.2 mmol, 6 eq.),CaADH (50 units) and NADP+-dependent glucose dehydrogenase (2% w/W) in KPO4buffer(100 mM, pH 8.0) and trifluoromethylphenyl ketone (500 mg, 2.87 mmol, in DMSO) was addedso that the final DMSO concentration was 10% (v/v). The reaction mixture was allowed to stir atrt for 8-10 h and reaction progress was monitored by TLC. Product was extracted with ethylacetate and dried over sodium sulfate. Following vacuum filtration and concentration, the crudeproduct was purified by flash column chromatography on silica gel [EtOAc:hexane (1:4)] to givepure alcohol (484 mg, 96%). The ee was determined to be 99.6% (S) by HPLC with a chiralstationary phase (see below).
	With NADH; cyclohexanol; In water; at 60℃; for 48h;Microbiological reaction; Enzymatic reaction;Kinetics;	Various amounts of heat-treated wet R. rhodochrous cells were suspended in 2mL of 3.7M TFAP and 4.8M cyclohexanol (1:1, v/v ratio). NADH was supplied in an aqueous solution at the start of incubation at 60C. NADH was dissolved with Milli-Q at 250mM. When the final NADH concentration in the reaction mixture was 0.4, 4.0 or 40mM, 3.2, 32 or 320μL water was brought into the 2mL organic media, respectively. After centrifugation, the supernatant was determined using a gas chromatography system (GC-2014, Shimadzu, Kyoto, Japan) with a flame ionization detector. GC analysis was performed with a DB-17 column (30m×0.250mm×0.25μm, J&W Scientific, USA) and nitrogen at 70kPa as the carrier gas. Column temperature was initially kept at 90C for 3min, increased to 240C at a rate of 20C/min and kept at 240C for 3min. Both the injector and detector temperatures were set at 260C. Chiral GC was performed with a MEGA-DEX DMP β column (25m×0.250mm×0.25μm, MEGA S.N.C., Italy) and nitrogen at 70kPa as a carrier gas [30]. Column temperature was initially kept at 130C for 2min, increased to 150C at a rate of 2.5C/min and kept at 150C for 3min.
	With D-(+)-glucose; In ethanol; water; at 30℃; for 24h;	General procedure: K. marxianus, Hansenula sp., G. candidum, Candida sp., R. rubra, R. minuta, and filamentous fungi, A. niger, Trichoderma harzianum, and M. ramannianus, belong to the collection of the ‘Departamento de Engenharia Bioqumica, Escola de Qumica, UFRJ’. Cells were allowed to grow for 48h at 30C under a shaking speed of 150rpm in the orbital shaker in a medium containing 1% glucose, 0.5% yeast extract, 0.5% peptone, 0.1% (NH4)2SO4, and 0.1% MgSO4·7H2O. After that period, they were harvested by centrifugation, re-suspended in distilled water and used for the reaction. After centrifugation, the cells (12g/L, dried weight) were added to the 250mL Erlenmeyer containing: 5% glucose in a final volume of 50mL distilled water. After 30min of addition of the microorganisms, the substrate (previously dissolved in 1mL of ethanol) was added to the 50mL of the mixture to give a final solution with substrate concentration of 7.2mM or 14.4mM. The reaction was carried out for 24h at 30C under a shaking speed of 150rpm in the orbital shaker. After 24h, the mixture was centrifuged to separate the cells and the liquid phase was extracted with ethyl acetate. The organic phase was dried (anhydrous Na2SO4), filtered, and concentrated under vacuum. Products were analyzed by (chiral) gas chromatography (GC).

Yield	Reaction Conditions	Operation in experiment
100%	With magnesium(II) perchlorate; polymer-bound NADH (2a) In acetonitrile; benzene for 120h; Ambient temperature; Further byproducts given;
100%	With [(η⁵-Cp*)Rh(2-chloro-N-(1,10-phenanthrolin-5-yl) acetamide)Cl]; sodium formate In water at 40℃; for 1h;	Reaction was performed using sofium formate as hydrogen donor for 1 h at pH 7.4 at 40°C.
100%	With formic acid; C₁₆H₂₈ClIrN₂S; triethylamine In neat (no solvent) at 20℃; for 168h; Inert atmosphere;	11.1 Example 11.1. Transfer Hydrogenation of 2,2,2-trifluoroacetophenone (Scheme 17). Under argon, to a mixture of complex N-l (2.7 mg) in 2.5 ml of formic acid- triethyl amine (5:2 azeotropic mixture, Sigma Aldrich, CAS Number 15077-13-1) was added 2,2,2-trifluoroacetophenone (5 mmol, 700 mkl) over microsyringe. The solution was stirred for 1 week (the vial was periodically opened under argon to decrease pressure due to C02 evolution) at room temperature and measured. Full (100%) conversion was observed by NMR spectroscopy. (0633) [0276] Although the present invention has been described with reference to specific details, it is not intended that such details should be regarded as limitations upon the scope of the invention, except as and to the extent that they are included in the accompanying claims. As those skilled in the art will appreciate, numerous modifications and variations of the present invention are possible in light of these teachings, and all such are contemplated hereby. For example, in addition to the embodiments described herein, the present invention contemplates and claims those inventions resulting from the combination of features of the invention cited herein and those of the cited prior art references which complement the features of the present invention. Similarly, it will be appreciated that any described material, feature, or article may be used in combination with any other material, feature, or article, and such combinations are considered within the scope of this invention. (0634) [0277] The disclosures of each patent, patent application, and publication cited or described in this document are hereby incorporated herein by reference, each in its entirety, for all purposes.

99%	With formic acid; triethylamine In ethyl acetate at 24℃; for 48h;
99%	With formic acid; triethylamine In ethyl acetate at 25℃; for 48h; Inert atmosphere;
99%	With C₁₈H₃₀ClIrN₂OS; hydrogen; sodium methylate In methanol at 40℃; for 3h;	10 Example 10. Catalytic Hydrogenation of Aromatic Ketones (Scheme 16). The results are summarized in Table 3. Again, the results are focusing on two iridium complexes to verify the effect of methylation of the NH ligand. (0609) (0610) Scheme 16. (0611) Table 3. Catalytic Hydrogenation of Aromatic Ketones.' (0612) Run cat subs S/C MeONa, Solv time, h temp, conv. yield, mol % °C %b %b lc N-4 Kl 5 000 5 MeOH 0.5d 40-41 100 100 (0613) 2C N-5 Kl 5 000 5 MeOH 0.5d 40 100 100 (0614) 3C N-4 Kl 50 000 5 MeOH 3 40-41 58 58 (0615) 4C N-5 Kl 50 000 5 MeOH 3 40 >99 >99 (0616) 5 N-4 K2 50 000 5 MeOH 3 40-42 9 9 (0617) 6 N-5 K2 50 000 5 MeOH 3 40 26 26 (0618) 7 N-4 K3 1 000 5 MeOH 1 40 >99 >99 (0619) 8 N-5 K3 1 000 5 MeOH 1 40 >99 >99 (0620) 9 N-4 K3 50 000 5 MeOH 3 40-42 25 25 (0621) 10 N-5 K3 50 000 5 MeOH 3 40-42 27 27 (0622) 11 N-4 K4 50 000 5 MeOH 3 40-43 ~0 ~0 (0623) 12 N-5 K4 50 000 5 MeOH 3 40-43 ~0 ~0 (0624) 13 N-4 K5 1 000 5 MeOH 3 40 ~0 ~0 (0625) 14 N-5 K5 1 000 5 MeOH 3 40 ~0 ~0 (0626) 15 N-4 K6 1 000 5 MeOH 3 40-42 100 100 (0627) 16 N-5 K6 1 000 5 MeOH 3 40-42 100 100 (0628) Standard reaction conditions: substrate (10 mmol), solvent (5 mL), 50 mL Parr autoclave. *NMR (1H or 19F, rd = 10 s). cEach run performed at least twice, see SI for details. ^Essentially completed after 20 min based on drop in pressure.
99%	With formic acid; C₁₈H₂₄ClIrN₃ In water at 80℃; for 3h; Schlenk technique; Inert atmosphere; chemoselective reaction;
99%	With C₁₅H₁₈BF₃; hydrogen; tert-butylimino-tri(pyrrolidino)phosphorane In tetrahydrofuran at 75℃; for 40h; Glovebox;
98%	With tributylphosphine In toluene at 20℃; for 48h;
98%	With tetrakis[3,5-bis(trifluoromethyl)phenyl]boric acid bis(diethyl ether) complex; (bis[(2-dicyclohexylphosphino)ethyl]amine)cobalt(II)(CH₂SiMe₃); isopropyl alcohol In tetrahydrofuran at 25℃; for 24h; Inert atmosphere; Glovebox; Schlenk technique; Sealed tube;
97%	With dimethylsulfide borane complex; 3-hydroxy-N-[(2S)-1-hydroxy-1,1,3-triphenylpropan-2-yl]naphthalene-2-carboxamide In tetrahydrofuran at 65℃; Inert atmosphere; enantioselective reaction;	General method for the enantioselective reduction of aromatic ketones with borane-dimethyl sulfide in the presence of β-hydroxyamides 1-7 General procedure: A 25mL two-necked flask was charged with β-hydroxyamide 1-7 (0.05mmol, 10%) in dry and freshly distilled THF (3mL), equipped with a magnetic stirrer and a connection to a combined nitrogen/vacuum line and closed with a septum. The air in the flask was replaced by nitrogen. β-Hydroxyamides 1-7 were dissolved in THF (3mL) under stirring after which a solution of BH3.SMe2 (0.5mmol, 10M) complex was added at 0°C by a syringe. After the mixture was stirred for 1h at 65°C, the freshly distilled ketone (0.5mmol) in dry and freshly distilled THF (2mL) was added over a period of 1.5h by syringe at the same temperature. The reaction mixture was stirred at 65°C until the ketone was completely consumed. After stirring for a further 30min at rt, the reaction mixture was quenched by the addition of MeOH (2mL) and extracted with CH2Cl2 (3×3mL). The combined organic extracts were washed with brine and dried over MgSO4. After evaporating the solvent under reduced pressure, the product was purified by column chromatography on silica gel using petroleum ether/EtOAc (5:1; for 4′-nitroacetophenone: 5/3) as eluent. The ee value was determined by HPLC with Chiralcel AS-3 or Chiralcel OD-H columns
96%	With titanium(IV) isopropylate; 2,2'-azobis(isobutyronitrile); tetranaphthyl-TADDOL; diphenylstibane In hexane for 16h; Heating;
96%	With formic acid; 4-methoxy-N-(1-(naphthalen-2-yl)ethylidene)aniline; sodium formate In water at 80℃; for 18h; Inert atmosphere; chemoselective reaction;
95%	With hydrogen In ethanol at 100℃; for 15h; Autoclave;
93%	With diethylzinc In toluene at -10℃; for 24h;
93%	With [Ru(CH₃CN)₃(κ²-o-DPPBS)Cl] In methanol at 60℃; for 15h; Autoclave;
93%	With sodium tetrahydroborate In methanol for 0.75h;	3.2 Synthesis of (±)-organofluoro alcohols 2a-e General procedure: Racemic secondary alcohols 2a-e were prepared by reducing ketones 1a-e with sodium borohydride in methanol. The ketones (1a, 7.1mmol; 1b, 3.2mmol; 1c, 3.2mmol; 1d, 3.8mmol; 1e, 6.7mmol), NaBH4 (1.1 equivalents of the quantity of ketone) and methanol (10mL) were mixed in a 25mL flask equipped with a magnetic stirrer. The mixtures were stirred for 45min in on ice bath (Scheme 1). The reactions were then quenched by adding water (1mL), the methanol was removed by evaporation under vacuum and the residue extracted with ethyl acetate (3× 20mL). The combined organic phases were dried over anhydrous sodium sulfate (Na2SO4) and then filtered. The organic solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography, using hexane and ethyl acetate as eluents to produce racemic alcohols 2a-e in excellent yields (2a, 93%; 2b, 78%; 2c, 82%; 2d, 97%; 2e, 86%).
92%	Stage #1: 2,2,2-Trifluoroacetophenone With nickel(II) acetate tetrahydrate; tricyclohexylphosphine In tetrahydrofuran at 100℃; for 16h; Stage #2: With sodium hydroxide In methanol
91%	With hydrogen In toluene at 25℃; for 0.166667h;
91%	With tetrakis[3,5-bis(trifluoromethyl)phenyl]boric acid bis(diethyl ether) complex; C₃₂H₆₃CoNP₂Si; hydrogen In tetrahydrofuran at 60℃; for 48h;
91%	With tetrakis[3,5-bis(trifluoromethyl)phenyl]boric acid bis(diethyl ether) complex; (bis[(2-dicyclohexylphosphino)ethyl]amine)cobalt(II)(CH₂SiMe₃); hydrogen In tetrahydrofuran at 60℃; for 48h;	In a typical experiment, complex 1 (6.1 mg, 10 tmol) and H[BAr’4].(Et2O)2 (10.1 mg, 10 tmol) were dissolved in THF (2.0 mE) in a 100 mE thick-walled glass vessel equipped with a TEFLON stopcock and a stir bar. The substrate (0.5 mmol) to be hydrogenated was then added. The vessel was degassed by freeze-pump-thaw and then hydrogen (1 or 4 atm) was added. The resulting solution was stirred at the desired temperature (25-60° C.) for the indicated reaction time. At the end of the reaction, the solvent was evaporated and the residue was passed through silica gel in a pipette. The solvent was removed under vacuum and the ‘H NMR spectrum of the crude product mixture was recorded in CDC13. Hydrogenation products were then isolated by column chromatography or preparative thin layer chromatography (“TLC”) using n-hexane/ethyl acetate (3:1, v/v) as an eluent. Isolated products were characterized by ‘H NMR and GCMS, with spectra matching those reported in the literature or authentic samples.
91%	With water; 1,8-diazabicyclo[5.4.0]undec-7-ene; bis(pinacol)diborane at 60℃; for 10h; Sealed tube; chemoselective reaction;
90%	Stage #1: 2,2,2-Trifluoroacetophenone With aluminium(III) triflate; (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); ammonia; 1,2-bis-(diphenylphosphino)ethane In dodecane; toluene at -5℃; for 0.5h; Autoclave; Stage #2: With hydrogen In dodecane; toluene at 140℃; for 16h; Acidic conditions; chemoselective reaction;
90%	With MnBr(CO)2[NH(CH₂CH₂P(iPr)2)2]; hydrogen; sodium t-butanolate In toluene at 100℃; for 24h; Autoclave;
89%	With sodium tetrahydroborate In methanol Ambient temperature;
89%	With formic acid; [Ir(III)Cp*(bpy)(OH₂)](SO₄) In water at 70℃; for 1h;
85%	With sodium tetrahydroborate In isopropyl alcohol for 0.5h; Ambient temperature;
85%	With potassium tetracarbonylhydridoferrate In methanol at 50℃; for 4h;
84%	With ammonium chloride; zinc In tetrahydrofuran; water at 60℃; for 3h;
83%	With trimethylamine-N-oxide; (N,N,N-trimethyl-2-(5-oxo-4,6-bis(trimethylsilyl)cyclopenta[c]pyrrol-2-(1H,3H,5H)-yl)ethanaminium) iron tricarbonyl; hydrogen In water at 85℃; for 14h; Autoclave; Inert atmosphere;
80%	With phenylmagnesium bromide; isopropyl alcohol In diethyl ether; toluene at 0℃; for 1h;
80%	With potassium hexafluorophosphate; C₁₂H₁₂MnO₄⁽¹⁺⁾*BF₄^(1-); potassium <i>tert</i>-butylate In isopropyl alcohol at 90℃; for 24h; Schlenk technique; Inert atmosphere;
77%	Stage #1: 2,2,2-Trifluoroacetophenone With sodium tetrahydroborate In methanol at 0 - 20℃; Stage #2: With hydrogenchloride In methanol; water
77%	With dimethylsulfide borane complex; (-)-(S)-5-(Hydroxydiphenylmethyl)pyrrolidin-2-one In tetrahydrofuran at 20℃; for 1h;
77%	With sodium hypophosphite monohydrate; 5%-palladium/activated carbon; tetrabutyl-ammonium chloride In 2-methyltetrahydrofuran; water at 60℃; for 3h; Schlenk technique;	General procedure for the ketone reduction in alcohol 1-19a,c (method A) General procedure: In a Schlenk tube (10mL), a solution of ketone compound (1mmol), tetrabutylammonium chloride (20mg, 72μmol, 7mol%), and Pd/C 5% wt (50% in water) (55mg, 26μmol, 2.6mol%) in 2-MeTHF (1mL) was stirred at room temperature (20°C) for 10-20min. To this mixture was added a solution of sodium hypophosphite monohydrate (424mg, 4mmol, 4equiv) in water (2.5mL). The reaction mixture was heated at 60°C. After dilution in CH2Cl2 (10mL), water (10mL) was added. The aqueous phase was extracted with CH2Cl2 (2×20mL). The combined organic layers were dried (Na2SO4), filtered, and concentrated. Purification by flash chromatography on silica gel was performed for products 4a, 5a, 10a, 12a, 15a, and 19c. 4.2.1 4-(1-Hydroxyethyl)benzoic acid methyl ester [84851-56-9]11d (1a) (0021) Procedure A; 2.7h; colorless oil (170mg, 94%). 1H NMR (300MHz, CDCl3) δ (ppm)=1.51 (d, 3H, J=6.5Hz, CH3), 1.84 (brs, 1H, OH), 3.91 (s, 3H, OCH3), 4.97 (q, 1H, J=6.5Hz, CH-OH), 7.45 (d, 2H, J=8.3Hz, Harom), 8.02 (d, 2H, J=8.3Hz, Harom).
75%	With lithium aluminium tetrahydride
75%	Stage #1: 2,2,2-Trifluoroacetophenone With (dppe)2Fe(H)2*(C₇H₈)2; Na-tetrakis(ethoxy)borate In toluene at 100℃; for 2h; visible light irradiation; Inert atmosphere; Stage #2: With water; sodium hydroxide In methanol; toluene at 20℃; for 16h;
74%	Stage #1: 2,2,2-Trifluoroacetophenone With diphenylsilane; caesium carbonate In tetrahydrofuran at 80℃; for 5h; Schlenk technique; Stage #2: With sodium hydroxide In methanol; water at 70℃; Schlenk technique; chemoselective reaction;
74%	Stage #1: 2,2,2-Trifluoroacetophenone With diethoxymethylane; phosphoric acid triphenyl ester; diethylzinc In tetrahydrofuran; hexane at 20℃; for 16h; Inert atmosphere; Stage #2: With sodium hydroxide In methanol; water for 12h; Inert atmosphere;
73%	With N-carbamoyl-1,4-dihydronicotinamide In sulfolane; water at 43.4℃; pH = 8.3;
72%	With sodium hydroxide; sodium tetrahydroborate In methanol at 18 - 25℃; for 0.25h;
67%	With 1-Benzyl-1,4-dihydronicotinamide In methanol at 60℃; for 10h;
63%	With sodium tetrahydroborate In 1,4-dioxane; water
60%	With magnesium(II) perchlorate; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate In acetonitrile at 70℃; for 288h;
60%	With tert-butyldimethylsilyl chloride; lithium diisopropyl amide In hexane at -78℃;
58%	With C₉H₈BrMnN₂O₃; potassium <i>tert</i>-butylate In isopropyl alcohol at 80℃; for 0.333333h; Inert atmosphere; Schlenk technique; Glovebox;
40%	With lithium aluminium tetrahydride In diethyl ether at 0 - 20℃; for 4h;
40%	With tri-n-butyl-tin hydride; acetonitrile In various solvent(s) at 20℃; for 5h;
30%	With aluminium trichloride; diphenylsilane In dichloromethane at 20℃; for 22h;
	With ethylmagnesium iodide
	With isopropylmagnesium bromide
	With 1,4-dioxane; sodium tetrahydroborate
	With ethanol; nickel Hydrogenation;
	With 1-propyl-1,4-dihydronicotinamide In acetonitrile at 50℃; other reagents, reagents ratio, isotope effects;
42.4 % Chromat.	With azobisisobutyronitrile; 1,4-dihydropyridine-1-phenyl-3-carboxamide In acetonitrile at 61℃; for 96h; var. reaction partner systems;
	With sodium tetrahydroborate In 1,4-dioxane; isopropyl alcohol at 20℃;
	With N-carbamoylmethyl-1,4-dihydronicotinamide In sulfolane; water at 34.5 - 64.4℃; pH = 8.3; ΔH^<> (excit.), ΔS^<> (excit.);
	With sodium tetrahydroborate; fipronilβ-cyclodextrin In water
	With sodium tetrahydroborate In 1,4-dioxane; water
	With lithium aluminium tetrahydride
	With lithium aluminium tetrahydride In diethyl ether
	With sodium hydroxide; sodium tetrahydroborate In methanol ice-bath temperature;
	With NB-Enantride In tetrahydrofuran; diethyl ether; pentane at -100℃; for 3h;
	With sodium tetrahydroborate
	With dihydridotetrakis(triphenylphosphine)ruthenium; ethanol 1) 60 deg C, 2) toluene, RT; var. reag. in 2) step: H₂, i-PrOH, PhOH; Yield given. Multistep reaction;
	With sodium hydroxide; sodium tetrahydroborate In methanol at 25℃; for 1h;
	With <(COD)Rh(1,1'-bis(diisopropylphosphino)ferrocene)>⁺OTf^-; hydrogen In methanol Yield given;
27 % Spectr.	With allylmagnesium bromide In diethyl ether for 4h; ultrasound;
	With sodium tetrahydroborate In methanol
99 % Chromat.	With polymethylhydrosiloxane; N,N'-Dibenzylethylenediamine In methanol; toluene at 20℃; for 1h;
	With sodium tetrahydroborate In methanol
65 % Spectr.	With lithium ethoxide In diethyl ether at 20℃; for 96h;
	Stage #1: 2,2,2-Trifluoroacetophenone With di-tert-butylzinc In hexane at 20℃; for 2h; Inert atmosphere; Stage #2: With water; ammonium chloride In toluene
63 %Chromat.	With ethanol; titanium(IV) oxide at 32℃; for 8h; Inert atmosphere; UV-irradiation;
	With potassium <i>tert</i>-butylate; hydrogen In isopropyl alcohol at 20℃; for 24h; Autoclave; enantioselective reaction;
	With Pt/Al₂O₃; hydrogen; quinine; acetic acid In isopropyl alcohol at 9.84℃; Autoclave;
96 %Chromat.	Stage #1: 2,2,2-Trifluoroacetophenone With diethylzinc In hexane; toluene at -37 - 20℃; Inert atmosphere; Stage #2: With water; ammonium chloride In hexane; toluene chemoselective reaction;
	Stage #1: 2,2,2-Trifluoroacetophenone With [CpFe(IMes)(CO)2]I; phenylsilane In toluene at 70℃; for 16h; Inert atmosphere; Irradiation; Stage #2: With methanol; sodium hydroxide In water; toluene at 20℃; for 1h; Inert atmosphere;
54 %Chromat.	With [(iPrPNP)FeH(CO)Br]; potassium <i>tert</i>-butylate; hydrogen In ethanol at 26 - 28℃; for 15h;
	With sodium tetrahydroborate In methanol at 0 - 20℃;
	With sodium tetrahydroborate In tetrahydrofuran at 0 - 20℃; Inert atmosphere;
	With 5% Pt/Al2O3; hydrogen In toluene at 20℃;
	With D-glucose; glucose dehydrogenase from Bacillus subtilis; β-ketoacyl-ACP reductase from Bacillus sp. ECU0013; NADP at 30℃; aq. phosphate buffer; Enzymatic reaction;
90 %Chromat.	With ethylmagnesium chloride In tetrahydrofuran at 0 - 20℃; for 48h; Inert atmosphere;
99 %Chromat.	With sodium carbonate; isopropyl alcohol at 82℃; for 8h; Inert atmosphere;
	With [RuCl(bis(2-(dimethylamino)phenyl)amide)(PPh₃)]; isopropyl alcohol; potassium hydroxide at 83℃; for 2h; Inert atmosphere;
	With borane N,N-diethylaniline complex In tetrahydrofuran at 30℃; for 1h; Inert atmosphere;	4.4.1. Small scale reactions General procedure: Catalyst II (25 mg, 0.0155 mmol of N) was weighed out in a 4 mL tube with a screw cap and septum, and the atmosphere was exchanged with argon. Dry THF (1 mL) and the reduction agent (0.25 mmol) were added using a syringe, and the mixture was shaken at 30 °C for 30 min. Then, the ketone (0.25 mmol) dissolved in dry THF (1 mL) was added to the reaction flask using a syringe and the mixture was shaken for another 60 min at 30 °C. For analysis, a sample (0.5 mL) was withdrawn, diluted with CH2Cl2, washed with aqueous H2SO4 (0.5 M, 3 × 0.5 mL) and water (0.5 mL) and dried. The conversion and ee were analysed by GC or HPLC.
	With 5 wt% platinum/alumina; hydrogen; trifluoroacetic acid In toluene at 0℃;	Conditions d 3.5 mmol 4, 48 mg 5 wt.% Pt/Al2O3, 6.8 μmol modifier in 10 mL toluene to which 3 μL trifluoroacetic acid was added, at 0 °C and 10 bar.
	Multi-step reaction with 2 steps 1: [CpFe(IMes)(CO₂)]I / 16 h / 50 °C / Inert atmosphere; Neat (no solvent); visible light irradiation 2: sodium hydroxide / methanol; water / 1 h / 20 °C
	With 5% platinum on aluminium oxide; hydrogen; acetic acid at 20℃;
	With aluminum oxide; hydrogen; 8R,9S-cinchoine; platinum In diethylamine at 20℃; for 1h; enantioselective reaction;	1-phenyl-2,2,2-trifluoroethanol General procedure: enantioselective hydrogenation of 1 was carried out at room temperature and under atmospheric pressure, using a magnetically stirred (750 rpm) 25 ml glass reactor equipped with a rubber septum for sampling, vertical condenser and an entrance for the gas flow. Under standard conditions 3.7 mmol of 1 was dissolved in 5 ml of solvent together with 3.4 mol of CN. Finally, 21±1 mg of the activated catalyst was added to the reaction mixture and the system was flushed with nitrogen at room temperature
	With formic acid; [Cp*Rh(2,2'-dipyridylamine-κ²N1,N1')Cl]Cl; sodium formate In water at 60℃; for 18h;
> 99 %Chromat.	With tricarbonyl(η⁴-1,3-bis(trimethylsilyl)-4,5,6,7-tetrahydro-2H-inden-2-one)iron; hydrogen; potassium carbonate In isopropyl alcohol at 100℃; for 17h; Inert atmosphere;
	With [Ir(III)(η5-pentamethylcyclopentadienyl)(H2O)3](SO4); glycylglycyl-(L)-phenylalanine; sodium formate In aq. phosphate buffer; water at 40℃;
	With sodium tetrahydroborate In methanol at 0℃;
100 %Spectr.	With C₅₆H₄₃N₂OP; diethylzinc In toluene at -65℃; for 4h; Inert atmosphere;
	With sodium tetrahydroborate
	Stage #1: 2,2,2-Trifluoroacetophenone With sodium tetrahydroborate In methanol at 0℃; Stage #2: With hydrogenchloride In methanol; water
	With ethanol; titanium(IV) oxide at 31.84℃; UV-irradiation;
	With sodium tetrahydroborate

67%	With sulfuric acid; nitric acid; at -5℃; for 3h;	o a solution of 2,2,2-trifluoro-1 -phenylethan-1 -one (5 g, 28.7 mmol) in C.H2SO4 (10 mL) at -5 C was added a solution of c.H2S04and f.HN03(1 A , 16 mL) and the reaction mixture was stirred for 3 hours. The resulting solution was poured onto ice/water (100 mL) and extracted using ethyl acetate (2 x 100 mL). The combined organics were washed with water (100 mL), brine (100 mL), dried (Na2S04) and concentrated in vacuo. The crude product was purified by column chromatography on silica gel using 20% EtOAc-hexanes eluent to give 2,2,2- trifluoro-1 -(3-nitrophenyl)ethan-1 -one as a yellow liquid (4.2 g , 67%).1H NMR (400 MHz, CDCI3) delta = 8.92 (s, 1 H), 8.59 (dd, J = 8.1 , 1 .4 Hz, 1 H), 8.41 (d, J = 7.8 Hz, 1 H), 7.82 (t, J = 8.1 Hz, 1 H).19F NMR (233.33 MHz, CDCI3): -71 .82 (s,3F).
	With sulfuric acid; nitric acid; at -25 - -15℃; for 2h;	First step To cooled concentrated sulfuric acid (61 ml) in an ice bath was added dropwise n itric acid (20 ml) to prepare a reagent. At -38C, to the compound (40) (50 g) was added dropwise concentrated sulfuric acid (137 ml), followed by dissolution. To this solution was added dropwise the previously prepared reagent at -25C over 1 hour. Thereupon, an internal temperature was maintained from -15C to -20C. After stirred for 1 hour, the reaction solution was added to ice water, vigorously stirred for 40 minutes under ice-cooling, and the mixture was extracted with diethyl ether. The organic layer was washed with water, dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to afford the compound (41) (72.3 g). 1H-NMR (mixture with hydrate body, CDCl3) delta: 8.81 (1H, s), 8.51 (1H, d, J = 8.1 Hz), 8.44 (1.5H, s), 8.33 (1H, d, J = 7.6 Hz), 8.20 (1.5H, d, J = 6.8 Hz), 7.93 (1.5H, d, J = 7.8 Hz), 7.77 (1H, t, J = 8.1 Hz), 7.56 (1.5H, t, J = 16.8 Hz).

[ CAS No. 434-45-7 ] {[proInfo.proName]}

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Yield	Reaction Conditions	Operation in experiment
89%	With sodium nitrate; sulfuric acid; at 0℃; for 1h;	2,2,2-trifluoroacetophenone (0.5 mL, 3.68 mmol) was dissolved in sulfuric acid (3 mL), and added with NaN03 (0.31 g, 3.68 mmol). The reaction solution was stirred for about 1 hour at 0C. The reaction mixture was calibrated to yield pH a range of 8 to 9 by adding an aqueous solution of 5 N NaOH. The reaction mixture was diluted with chloroform/2-propanol = 4/1 (v/v), and washed with distilled water. The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The concentrated compound was purified using silica gel chromatography to obtain the title compound (720 mg, 89%). -NMR Spectrum (300 MHz, DMSO-MS(ESI+, m/z): 220 [M+H]+
89%	With sodium nitrate; sulfuric acid; at 0℃; for 1h;	2,2,2-trifluoroacetophenone (0.5 mL, 3.68 mmol) was dissolved in sulfuric acid (3 mL), and added with NaNO3 (0.31 g, 3.68 mmol). The reaction solution was stirred for about 1 hour at 0 C. The reaction mixture was calibrated to yield pH a range of 8 to 9 by adding an aqueous solution of 5 N NaOH. The reaction mixture was diluted with chloroform/2-propanol=4/1 (v/v), and washed with distilled water. The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The concentrated compound was purified using silica gel chromatography to obtain the title compound (720 mg, 89%). 1H-NMR Spectrum (300 MHz, DMSO-d6): delta 8.29 (s, 1H), 8.24 (d, 1H), 7.96 (d, 1H), 7.69 (t, 1H) MS (ESI+, m/z): 220 [M+H]+
76.2%	With sulfuric acid; nitric acid; at -10 - 0℃; for 1h;	Example 148A2,2,2-trifluoro-1-(3-nitrophenyl)ethanone; 20.0 g (114.9 mmol) of 2,2,2-trifluoroacetophenone were initially charged in 80 ml of conc. sulphuric acid, and the mixture was cooled to -10 C. A solution, prepared beforehand at -10 C., of 4.8 ml (114.8 mmol) of nitric acid in 20 ml of conc. sulphuric acid was added dropwise to this mixture such that the reaction temperature did not exceed -5 C. After the addition had ended, the reaction mixture was stirred between -10 C. and 0 C. for 1 h and then added carefully to ice-water. By addition of 50% strength aqueous sodium hydroxide solution, the pH of the mixture was adjusted to about 9-10. The mixture was extracted three times with ethyl acetate, and the combined organic phases were dried over magnesium sulphate and concentrated under reduced pressure. The residue was purified by chromatography on silica gel (mobile phase initially cyclohexane/dichloromethane 2:1 to 1:1, finally pure dichloromethane) This gave 19.2 g of the target product (76.2% of theory).LC-MS (Method 6): Rt=0.81 min; m/z=236.GC-MS (Method 1): Rt=3.19 min; m/z=150 (M-CF3)+.

Yield	Reaction Conditions	Operation in experiment
62%	With sulfuric acid; dibromoisocyanuric acid 10 deg C to RT;
	With bromine; iron at 160℃;
	With bromine; iron(III) chloride

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide; hydrogen;[RuCl2(PPh3)((4S)-2-[(Sp)-2-(diphenylphosphino)ferrocenyl]-4-(methylethyl)oxazoline)]; In water; toluene; at 25℃; under 60006.0 Torr; for 16h;	C2 (comparison): α,α,α-T rifluoroacetophenone: 0.14 ml (1.0 mmol); catalyst: 4.58 mg(5.0 μmol) of Kcomp; S/C: 200; base: 1.0 ml (1.0 mmol) of 1 M aqueous NaOH; solvent: toluene3 ml; 80 bar of H2/25C; 16 hours. 100% conversion, only 21 % ee.
	With 5% Pt/Al2O3; hydrogen; cinchonidine; In toluene; at 20℃; under 2250.23 Torr;Autoclave;	The 5 wt.% Pt/Al2O3 catalyst was reduced at elevated temperature in a fixed-bed reactor prior to use. According to the standard procedure, the catalyst was heated under flowing nitrogen up to 400 C in 30 min, followed by a reduction in flowing hydrogen for 60 min at the same temperature, and finally cooled down to room temperature in flowing hydrogen in 30 min. At the end, the freshly reduced catalyst was purged with nitrogen for 10 min and then transferred immediately to the autoclave.The enantioselective hydrogenations of 1 were carried out in a 25-ml stainless steel Parr autoclave equipped with a glass liner with PTFE cover and a magnetic stirrer, and a valve for sample collection or substrate injection. The pressure was controlled with a constant pressure regulator valve (Buchi BPC 9901). Under standard conditions 21 +/- 1 mg of catalyst, 1.85 mmol of substrate and 3.4 μmol of modifier in 5 ml of toluene were stirred magnetically (1000 rpm) at 20 C under a constant hydrogen pressure of 3 bars.Hydrogenation of 2-4 mg (6.8-13.6 μmol) of CD was performed in a 50-ml stainless steel autoclave equipped with a glass liner with PTFE cover and a magnetic stirrer. The pressure was controlled with a constant pressure regulator valve (Buchi BPC 9901). Under standard conditions 42 +/- 2 mg of catalyst, 10 ml of toluene were stirred magnetically (750 rpm) at 25 C under a constant hydrogen pressure of 3 bars. Hydrogenation of CD was followed in the presence of 1 under the same conditions as described earlier for the hydrogenation of CD. 7.4 mmol of 1 was added either before starting the reaction or after a time delay of 30 min in the transient experiments. The standard procedure was applied also for the experiments in the presence of the hydrogenation products of 1. Therein 3.7 mmol of either (R)-2, (S)-2 or 2 has been added to the toluenic solution.The conversion and enantioselectivity in the hydrogenation of 1 were determined by GC analysis, using an HP 6890 gas chromatograph equipped with a capillary column (CP-Chirasil-Dex CB, 25 m × 0.25 mm, i.d. 0.25 μm). Conditions: 80 C for 2 min, 5 C min-1 to 120 C, 120 C for 5 min, 8 C min-1 to 180 C, head pressure 1.5 bar He. Retention times (min): 1 3.60, (S)-2 18.05, (R)-2 18.32. Products were identified by comparison with authentic samples and by GC-MS using an HP 6890 gas chromatograph equipped with an HP 5-MS column (25 m × 0.20 mm, i.d. 0.33 μm) coupled to an HP 5973 mass spectrometer.The identification of the hydrogenated products of CD and the sample preparation is described elsewhere [34] and [35]. The estimated error in the determination of the enantiomeric excess (ee) and the diastereomeric excess (de) was about +/-0.5% (at above 10% conversion) and that of the reaction rate (TOF) was in the range +/-10%.
	With formic acid; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; triethylamine; (R,R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine; at 40℃; for 2.5h;	General procedure: The reaction was performed starting with [RuCl2(cymene)]2 (7.3 mg, 0.012 mmol), TsDPEN (11.8 mg, 0.032 mmol) and 2,2,2-trifluoro-1-(4-methoxyphenyl)ethanone (4a) (241 mg, 1.18 mmol) in formic acid/NEt3 (5/2 mol ratio, 3 mL) at 40 C. Full conversion was obtained after 2.5 h. The mixture was diluted with CH2Cl2 (50 mL) and extracted with water (4×25 mL) brine (25 mL) and dried over Na2SO4 The crude product was purified by silica-gel column chromatography (hexane/EtOAc, 8/2, Rf=0.36) and gave 112 mg (0.54 mmol, 46%) of a clear oil,

Yield	Reaction Conditions	Operation in experiment
97%	With sodium hypochlorite pentahydrate; 4-acetamido-2,2,6,6-tetramethylpiperidine-N-hydroxyammonium tetrafluoroborate In water; acetonitrile at 20℃; for 1.5h;
92%	With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In ethyl acetate for 13h; Reflux;
92%	With potassium hydrogensulfate; sodium hypochlorite pentahydrate In acetonitrile at 0℃; for 21.67h;	4.2. Standard experimental procedure for the oxidation of fluorinecontainingalcohols using NaOCl5*H2O without the TEMPO catalyst General procedure: Potassium hydrogen sulfate (13.7 mg, 0.10 mmol) was added to a stirred solution of a fluoroalkyl alcohol (1) (2.0 mmol) in acetonitrile (5 mL) at room temperature, and the resulting mixture was cooled to 0 C. Sodium hypochlorite pentahydrate (791 mg, 4.8 mmol) was added to the reaction mixture, stirred under the same conditions, and monitored by TLC. After the starting material (1) had been consumed, water (5 mL) was added, and the resulting mixture was extracted with ethyl acetate (20 mL×3). The combined organic extract was washed with brine (50 mL), dried over sodium sulfate, and evaporated. The residue was purified by silica-gel column chromatography using hexane/ethyl acetate as the eluent to produce the fluoroalkyl ketone (2).

91%	With Phenanthroline; oxygen; potassium carbonate; copper(l) chloride In toluene at 90℃;
76%	With Dess-Martin periodane In dichloromethane for 3h; Ambient temperature;
76%	With Dess-Martin periodane In dichloromethane for 3h; Ambient temperature;
76%	With sodium periodate In dichloromethane for 8h; Heating;
44%	With caesium fluoroxysulphate In acetonitrile at 30 - 35℃; for 1h;
40%	With oxone; sodium ortho-iodobenzenesulfonate In acetonitrile at 90℃; for 18h;	3.4. Typical procedure for the hypervalent iodine(V)-catalyzed oxidation General procedure: Method A: a mixture of 2,2,2-trifluoro-1-(4-methoxyphenyl)ethanol (2c) (0.206 g, 1.0 mmol) and sodium 2-iodobenzenesulfonate (8) (as monohydrate, 0.016 g, 0.05 mmol, 5 mol%), powdered Oxone (0.554 g, 0.9 mmol) in CH3CN (5 mL) was stirred at 90 °C under the atmosphere of air. After stirring for 18 h, the reaction mixture was allowed to cool to room temperature. The reaction mixture was filtered, being successively washed with ethyl acetate. The combined filtrates were washed with water (3× 10 mL), dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was purified by silica gel column chromatography (eluent: hexane/EtOAc = 10/1) to give 2,2,2-trifluoro-1-(4-methoxyphenyl)-1-ethanone (1c) (0.165 g, 0.81 mmol, 81% yield).
	With potassium permanganate In sodium hydroxide at 25℃; kinetic isotope effect (deutero compounds);
	With potassium hydroxide; potassium ferrate(VI) at 25 - 35℃; ΔH(excit.), ΔS(excit.), ΔG(excit.);
98 % Spectr.	With 1,8-diazabicyclo[5.4.0]undec-7-ene; tris(2-methylphenyl)bismuth dichloride In benzene-d6 at 20℃; for 32h;
	With (p-CF₃C₆H₄)3BiCl₂; 1,8-diazabicyclo[5.4.0]undec-7-ene In chloroform-d1 at 20℃; for 0.833333h;
	With tetra(n-butyl)ammonium hydrogen sulfate In dichloromethane; water	23 Trifluoroacetylbenzene EXAMPLE 23 Trifluoroacetylbenzene 10.0 g (0.057 mol) of 2,2,2-trifluoro-1-phenylethanol and 0.96 g (0.0028 mol) of tetrabutylammonium hydrogen sulfate are dissolved in 250 ml of methylene chloride at room temperature. 35 ml (0.068 mol) of an approximately 12% strength sodium hypochlorite solution are metered in within 20 minutes with vigorous stirring and the mixture is stirred for a further 6 hours at room temperature. The reaction mixture is added to 200 ml of water, the phases are separated, the aqueous phase is extracted several times with methylene chloride and the combined organic phases are washed with saturated aqueous sodium chloride solution. After drying the organic phase with sodium sulfate, the volatiles are distilled off. Following distillation of the crude product in a kugelrohr (24 torr, 90°-115° C. bath temperature), 7.45 g (75% of theory) of trifluoroacetylbenzene are obtained. nD20: 1.4658.
99 %Spectr.	With tris(4-chlorophenyl)mesitylbismuthonium tetrafluoroborate; N,N,N',N'-tetramethylguanidine In chloroform-d1 at 20℃; for 0.5h;
	With 1,10-Phenanthroline; diethyl hydrazodicarboxylate; oxygen; potassium carbonate; copper(l) chloride In toluene at 90℃;	Catalytic One-Pot Oxidation-Olefination; General Procedure General procedure: CuCl (2.5 mg, 0.025 mmol) and 1,10-phenanthroline (4.5 mg, 0.025mmol) were placed in a vessel and toluene (5 mL) was added. The resulting solution was stirred at r.t. until the solution became green and clear (5 to 10 min). Then K2CO3 (138 mg, 1 mmol) and EtO2CNH-NHCO2Et (18.5 mg, 0.125 mmol) were added. The solution was stirred at r.t. for another 10 min. Alcohol (0.60 mmol) was added, the mixture was heated at 90 °C under an O2 atmosphere (O2 balloon) until the reaction was completed (TLC analysis). The vessel was backfilled with N2, Ph3P (157.2 mg, 0.6 mmol), CuI (9.5mg, 0.05 mmol), LiOt-Bu (56.0 mg, 0.7 mmol), and tosylhydrazone (0.5 mmol) were added. The solution was stirred at 90 °C for 10 h. The solvent was removed under reduced pressure and the crude alkene was purified by flash chromatography (silica gel).
40.1 %Spectr.	With oxygen; potassium carbonate In water at 80℃; for 60h; Green chemistry;
	With sodium carbonate; Dess-Martin periodane In dichloromethane at 20℃; for 3h;

Yield	Reaction Conditions	Operation in experiment
92%	Stage #1: 2,2,2-Trifluoroacetophenone With lithium hexamethyldisilazane In tetrahydrofuran; toluene at 20℃; for 0.25h; Stage #2: With sodium hydroxide; dimethylsulfide borane complex In tetrahydrofuran; toluene at 20℃; for 1.5h; Stage #3: With hydrogenchloride In diethyl ether; toluene at 20℃; for 1h;
	Multi-step reaction with 2 steps 1: 2) 1,5-diazabicyclo<5.4.0>undec-5-ene / 1) -196 to 20 deg C, then 20 deg C for 1.5 h, 2) 0.5 h, r.t., then distillation 2: 86 percent / conc. HCl / diethyl ether / 1 h / 20 °C
	Multi-step reaction with 2 steps 1: CH₂Cl₂ / -196 to 20 deg C, then 20 deg C for 1.5 h 2: 86 percent / conc. HCl / diethyl ether / 1 h / 20 °C

	Multi-step reaction with 2 steps 1: p-TsOH*H₂O / toluene / Heating 2: 97 percent / 4 N HCl / diethyl ether / Ambient temperature
	Multi-step reaction with 3 steps 1: 67 percent / p-TsOH*H₂O / toluene / Heating 2: 96 percent / Et₃N / 24 h / 12 - 14 °C 3: 97 percent / 4 N HCl / diethyl ether / Ambient temperature
	Multi-step reaction with 3 steps 1: 43 percent / Dowex-50 (1+)-form> / Heating 2: 89 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / neat (no solvent) / 4 h / 21 °C 3: 96 percent / 2N HCl / diethyl ether / 4 h / Ambient temperature
	Multi-step reaction with 3 steps 1: TsOH / toluene / Heating 2: 73 percent / 1,5-diazabicyclo<5.4.0>undec-5-ene (DBU) / 20 h / 120 °C 3: 2 N HCl / 2 h / 20 °C
	Stage #1: 2,2,2-Trifluoroacetophenone With lithium hexamethyldisilazane In tetrahydrofuran; toluene at 20℃; for 0.416667h; Stage #2: With dimethylsulfide borane complex In tetrahydrofuran; toluene at 20℃; for 0.333333h; Stage #3: With hydrogenchloride; sodium hydroxide more than 3 stages;	1 2,2,2-Trifluoromethyl acetophenone (491 mg, 2.82 mmol) was dissolved in toluene (10 mL) at rt. A solution of lithium bis(trimethylsilylamide) (3.15 mL, 3.15 mmol, 110 mol %, 1M in THF) was added over a 10 min period. The reaction was let stir at rt for 15 min and BH3.Me2S (2.82 mL, 5.73 mmol, 2M in toluene) was added. The reaction mixture was let stir at rt for 20 min. After cooling to 0° C., aqueous 2N NaOH (4 mL) was carefully added dropwise over 5 min. The mixture was stirred at rt for 90 min. The layers were separated and the organic layer was washed with aqueous 2N NaOH (5 mL) and water (5 mL), dried with MgSO4 and filtered. To the solution of crude free amine in toluene was added a solution of hydrogen chloride (1 mL, 4M in 1,4-dioxane or 2 mL, 2M in diethyl ether). A white precipitate formed. After standing at rt for 1 h, the slurry was filtered and the solids were washed with MTBE (10 mL) to afford (RS)-1-phenyl-2,2,2-trifluoroethylamine hydrochloride as a white powder: 1H NMR (CD3OD) δ 7.52-7.58 (m, 5H), 5.37 (q, J=7.5, 1H); 3C NMR (CD3OD) δ 132.0, 130.6, 129.8, 129.5, 124.8 (q, J=1115), 56.7 (q, J=130); 19F NMR (CD3OD) δ 3.96 (d, J=7.5).
	Multi-step reaction with 2 steps 1: Nafion-H SAC-13 / toluene / 24 h / 185 °C 2: hydrogenchloride; water / diethyl ether / 24 h / 20 °C

Yield	Reaction Conditions	Operation in experiment
1: 78% 2: 20%	Stage #1: isopropyl chloride With lithium chloride In tetrahydrofuran at 20℃; for 1h; Stage #2: 2,2,2-Trifluoroacetophenone In tetrahydrofuran at 0℃; for 2h;
1: 73% 2: 23%	Stage #1: isopropyl chloride With lithium chloride In tetrahydrofuran at 20℃; for 1h; Stage #2: 2,2,2-Trifluoroacetophenone In tetrahydrofuran at 0℃; for 2h;

Yield	Reaction Conditions	Operation in experiment
1: 2% 2: 97%	With (1R,2R)-N,N,N',N'-tetraethyl-1,2-diphenylethane-1,2-diamine In hexane; toluene at 5℃; for 0.5h;
1: 63% 2: 13%	With 2,2-methylene-[(4R)-3,5-tert-butylphenyl-2-oxazoline] In hexane; toluene at 5℃; for 5h;

Yield	Reaction Conditions	Operation in experiment
1: 90% 2: 10%	Stage #1: isopropylmagnesium bromide With (trimethylsilyl)methylmagnesium chloride; lithium chloride; zinc(II) chloride In tetrahydrofuran; diethyl ether at 20℃; Stage #2: 2,2,2-Trifluoroacetophenone In tetrahydrofuran; diethyl ether at 0℃; for 3h;
1: 90% 2: 10%	Stage #1: isopropylmagnesium bromide With (trimethylsilyl)methylmagnesium chloride; lithium chloride; zinc(II) chloride In tetrahydrofuran; diethyl ether at 20℃; for 0.75h; Inert atmosphere; Stage #2: 2,2,2-Trifluoroacetophenone In tetrahydrofuran; diethyl ether at 0℃; for 3h; Inert atmosphere;
1: 85% 2: 15%	In tetrahydrofuran; diethyl ether at 0℃;

Yield	Reaction Conditions	Operation in experiment
94%	With water; triethylamine at 15℃; for 48h;	2.1 General experimental procedure for the “onwater” vinylogous Henry reaction General procedure: The mixture of 3,5-dimethyl-4-nitroisoxazole 2 (28.4 mg, 0.2 mmol), carbonyl compounds (0.22 mmol), triethylamine (0.04 mmol) in 1 mL H2O were stirred at 15 oC for the indicated time. After the reaction was completed (according to the TLC analysis), the mixture was extracted with ethyl acetate. The combined organic phase was dried over Na2SO4 and concentrated in vacuo. The residue was subjected to silica gel chromatographyusing PE/EA (v/v = 6/1) as eluent to afford the desired products with the yield showed in the main text.
93%	With triethylamine In water at 20℃; for 24h;	1 Example 1 : preparation of 1, 1, 1-trifluoro-3 - (3-methyl-4-nitro-isoxazol-5-yl) - 2-phenylprop-2-ol In a 25mLSchlenk bottle calls into 3,5-dimethyl-4-nitro-isoxazole (0.14g, 1 . 0mmol), 2, 2, 2-trifluoro-1-phenyl-ethanone (0.26g, 1 . 5mmol), in to the system by adding 5.0 ml water and triethylamine (0.05g, 0 . 5mmol), is placed at the room temperature for the stirring 24h. TLC detection reaction is complete, to the system by adding 10 ml ethyl acetate and 5 ml water, separating, the aqueous phase is extracted with ethyl acetate (10mLx2), combined with the phase, anhydrous MgSO4drying, column chromatography (showering liquid: petroleum ether/ethyl acetate = 10/1t o5/1), the target product is 1, 1, 1-trifluoro-3 - (3-methyl-4-nitro-isoxazol-5-yl) - 2-phenylprop-2-ol 0.30g, white solid, yield 93%.
	With water; triethylamine at 20℃; for 24h; Schlenk technique;	1 In a 25mLSchlenk weighed into a bottle of 3,5-dimethyl-4-nitro-isoxazole (0.14g, 1.0mmol), 2,2,2- trifluoro-1-phenyl ethyl ketone (0.26g, 1.5 mmol), 5.0mL of water added to the system and triethylamine (0.05g, 0.5mmol), brought to room temperature stirred 24h. TLC the reaction was complete, the system was added to 10mL of ethyl acetate and 5mL of water, separated, the aqueous phase was extracted with ethyl acetate (10 mLx2), the organic phases combined, dried over anhydrous MgSO4, column chromatography (eluent: petroleum ether / ethyl acetate = 10 / 1to5 / 1), to give the corresponding intermediates.

Yield	Reaction Conditions	Operation in experiment
	With toluene-4-sulfonic acid; In toluene; for 24h;Reflux; Dean-Stark;	(4-Amino-3-nitrophenyl)(2,2,2-trifluoro-l-phenylethyl)amine (1-29). A solution of 2-nitro-/?- phenylenediamine (0.504 g, 3.13 mmol) and PTSA (0.034 g, 0.17 mmol) in toluene (15 mL) at rt was treated with 2,2,2-trifluoroacetophenone (0.544 g, 3.09 mmol) and was stirred at reflux for 24 h with a Dean-Stark trap. The reaction mixture was filtered through a pad of S1O2 and the solvent evaporated under reduced pressure to give the crude imine (0.170 g), which was suspended in 1,4- dioxane (4 mL) and MeOH (1 mL) and NaBH4 (0.125 g, 3.27 mmol) was added in 3 portions at 15 minute intervals. The resulting solution was allowed to stir at rt for 3 h. H2O (25 mL) was added and solution was extracted with CH2CI2 (3 x 20 mL). The organic phase was dried (Na2S04), filtered, and the solvent evaporated under reduced pressure. Further drying under high vacuum gave 1-29 (0.120 g, 0.386 mmol, 12%) as a dark red solid: Mp 126-127 C (CH2CI2); IR (ATR) 3436.04, 3387.95, 333.42, 1581.30, 1514.40, 1326.05, 1237.64; NMR (CDCI3, 400 MHz) delta 7.44-7.38 (m, 5 H), 7.33 (d, 1 H, / = 2.8 Hz), 6.89 (dd, 1 H, / = 9.2, 2.8 Hz), 6.69 (d, 1 H, / = 8.8 Hz), 5.75 (br s, 2 H), 4.84 (m, 1 H), 4.13 (d, 1 H, / = 7.6 Hz); 13C NMR (CDCI3, 100 MHz) delta 139.2, 136.6, 133.6, 132.3, 129.51, 129.2, 128.0, 126.0, 125.1 (q, / = 280.3 Hz), 120.3, 108.6, 61.4 (q, J = 30.0 Hz); HRMS (HESI) m/z calcd for C14H13N3O2F3 (M+H) 312.0954, found 312.0953.
	With toluene-4-sulfonic acid; In toluene; for 24h;Reflux; Dean-Stark; Inert atmosphere;	A solution of 2-nitro-pphenylenediamine (0.504 g, 3.13 mmol) and PTSA (0.034 g, 0.17 mmol) in toluene (15 mL) at rt was treated with 2,2,2-trifluoroacetophenone (0.544 g, 3.09 mmol). The reaction mixture was stirred at reflux for 24 h with a Dean-Stark trap, and filtered through a pad of SiO2. The solvent was evaporated under reduced pressure to give the crude imine (0.170 g), which was suspended in 1,4-dioxane (4 mL) and MeOH (1 mL), and NaBH4 (0.125 g, 3.27 mmol) was added in 3 portions at 15-min intervals. The resulting solution was allowed to stir at rt for 3 h, quenched with H2O (25 mL) and extracted with CH2Cl2 (3 x 20 mL). The organic phase was dried (Na2SO4), filtered, and the solvent was evaporated under reduced pressure. Further drying under high vacuum gave (4-amino-3-nitrophenyl)(2,2,2-trifluoro-1-phenylethyl)amine (0.120 g, 0.386 mmol, 12%) as a dark red solid.

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
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P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
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P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
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P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
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Response
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P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
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P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
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P337	If eye irritation persists:
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P342	If experiencing respiratory symptoms:
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P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
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P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

[ CAS No. 434-45-7 ] {[proInfo.proName]}

Quality Control of [ 434-45-7 ]

Related Doc. of [ 434-45-7 ]

Product Details of [ 434-45-7 ]

Calculated chemistry of [ 434-45-7 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 434-45-7 ]

Application In Synthesis of [ 434-45-7 ]

[ 434-45-7 ] Synthesis Path-Upstream 1~9

[ 434-45-7 ] Synthesis Path-Downstream 1~109

Technical Information

Related Functional Groups of [ 434-45-7 ]

Aryls

Ketones

Trifluoromethyls

Precautionary Statements-General

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Response

Storage

Disposal

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[ 434-45-7 ]