530-46-1|(4-Fluorophenyl)(p-tolyl)methanone| Ambeed

CAS No. :	530-46-1
Formula :	C₁₄H₁₁FO
M.W :	214.24
SMILES Code :	O=C(C1=CC=C(F)C=C1)C2=CC=C(C)C=C2
MDL No. :	MFCD06290486
InChI Key :	SLMBDAUYJQQTRF-UHFFFAOYSA-N
Pubchem ID :	4729012

Safety of [ 530-46-1 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Computational Chemistry of [ 530-46-1 ] Show Less

Physicochemical Properties

Num. heavy atoms	16
Num. arom. heavy atoms	12
Fraction Csp3	0.07
Num. rotatable bonds	2
Num. H-bond acceptors	2.0
Num. H-bond donors	0.0
Molar Refractivity	61.24
TPSA ? Topological Polar Surface Area: Calculated from Ertl P. et al. 2000 J. Med. Chem.	17.07 Å²

Lipophilicity

Log P_o/w (iLOGP)? iLOGP: in-house physics-based method implemented from Daina A et al. 2014 J. Chem. Inf. Model.	2.51
Log P_o/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry	3.73
Log P_o/w (WLOGP)? WLOGP: Atomistic method implemented from Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.	3.79
Log P_o/w (MLOGP)? MLOGP: Topological method implemented from Moriguchi I. et al. 1992 Chem. Pharm. Bull. Moriguchi I. et al. 1994 Chem. Pharm. Bull. Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.	3.66
Log P_o/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com	4.3
Consensus Log P_o/w? Consensus Log P_o/w: Average of all five predictions	3.6

Water Solubility

Log S (ESOL):? ESOL: Topological method implemented from Delaney JS. 2004 J. Chem. Inf. Model.	-3.94
Solubility	0.0245 mg/ml ; 0.000115 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Soluble
Log S (Ali)? Ali: Topological method implemented from Ali J. et al. 2012 J. Chem. Inf. Model.	-3.78
Solubility	0.0355 mg/ml ; 0.000166 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Soluble
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com	-5.54
Solubility	0.000624 mg/ml ; 0.00000291 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Moderately soluble

Pharmacokinetics

GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg	High
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg	Yes
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) and tested on 415 molecules (test set) 10-fold CV: ACC=0.72 / AUC=0.77 External: ACC=0.88 / AUC=0.94	No
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) and tested on 3000 molecules (test set) 10-fold CV: ACC=0.83 / AUC=0.90 External: ACC=0.84 / AUC=0.91	Yes
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) and tested on 3000 molecules (test set) 10-fold CV: ACC=0.80 / AUC=0.86 External: ACC=0.80 / AUC=0.87	Yes
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) and tested on 2075 molecules (test set) 10-fold CV: ACC=0.78 / AUC=0.85 External: ACC=0.71 / AUC=0.81	No
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) and tested on 1068 molecules (test set) 10-fold CV: ACC=0.79 / AUC=0.85 External: ACC=0.81 / AUC=0.87	No
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) and tested on 2579 molecules (test set) 10-fold CV: ACC=0.77 / AUC=0.85 External: ACC=0.78 / AUC=0.86	No
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from Potts RO and Guy RH. 1992 Pharm. Res.	-4.96 cm/s

Druglikeness

Lipinski? Lipinski (Pfizer) filter: implemented from Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev. MW ≤ 500 MLOGP ≤ 4.15 N or O ≤ 10 NH or OH ≤ 5	0.0
Ghose? Ghose filter: implemented from Ghose AK. et al. 1999 J. Comb. Chem. 160 ≤ MW ≤ 480 -0.4 ≤ WLOGP ≤ 5.6 40 ≤ MR ≤ 130 20 ≤ atoms ≤ 70	None
Veber? Veber (GSK) filter: implemented from Veber DF. et al. 2002 J. Med. Chem. Rotatable bonds ≤ 10 TPSA ≤ 140	0.0
Egan? Egan (Pharmacia) filter: implemented from Egan WJ. et al. 2000 J. Med. Chem. WLOGP ≤ 5.88 TPSA ≤ 131.6	0.0
Muegge? Muegge (Bayer) filter: implemented from Muegge I. et al. 2001 J. Med. Chem. 200 ≤ MW ≤ 600 -2 ≤ XLOGP ≤ 5 TPSA ≤ 150 Num. rings ≤ 7 Num. carbon > 4 Num. heteroatoms > 1 Num. rotatable bonds ≤ 15 H-bond acc. ≤ 10 H-bond don. ≤ 5	1.0
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat implemented from Martin YC. 2005 J. Med. Chem.	0.55

Medicinal Chemistry

PAINS? Pan Assay Interference Structures: implemented from Baell JB. & Holloway GA. 2010 J. Med. Chem.	0.0 alert
Brenk? Structural Alert: implemented from Brenk R. et al. 2008 ChemMedChem	0.0 alert: heavy_metal
Leadlikeness? Leadlikeness: implemented from Teague SJ. 1999 Angew. Chem. Int. Ed. 250 ≤ MW ≤ 350 XLOGP ≤ 3.5 Num. rotatable bonds ≤ 7	No; 1 violation:MW<2.0
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties, trained on 12'782'590 molecules and tested on 40 external molecules (r² = 0.94)	1.57

Application In Synthesis of [ 530-46-1 ]

* 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.

Downstream synthetic route of [ 530-46-1 ]

[ 530-46-1 ] Synthesis Path-Downstream 1~55

1
[ 530-46-1 ]
[ 345-91-5 ]

References: [1]Bulletin de l'Academie Polonaise des Sciences, Serie des Sciences Chimiques,1959,vol. 7,p. 803,805.

2
[ 403-43-0 ]
[ 108-88-3 ]
[ 530-46-1 ]

References: [1]Bulletin de l'Academie Polonaise des Sciences, Serie des Sciences Chimiques,1959,vol. 7,p. 803,805.
[2]Synthesis,1978,p. 672 - 673.
[3]Bulletin des Societes Chimiques Belges,1966,vol. 75,p. 199 - 229.

3
[ 288-32-4 ]
[ 530-46-1 ]
(4-Imidazol-1-yl-phenyl)-p-tolyl-methanone [ No CAS ]

References: [1]Archiv der Pharmazie,1990,vol. 323,p. 273 - 280.

4
[ 288-88-0 ]
[ 530-46-1 ]
p-Tolyl-(4-[1,2,4]triazol-4-yl-phenyl)-methanone [ No CAS ]
p-Tolyl-(4-[1,2,4]triazol-1-yl-phenyl)-methanone [ No CAS ]

References: [1]Archiv der Pharmazie,1990,vol. 323,p. 273 - 280.

5
[ 530-46-1 ]
C₁₄H₁₀⁽²⁾HFO [ No CAS ]

References: [1]Journal of general chemistry of the USSR,1982,vol. 52,p. 1096 - 1105.
Zhurnal Obshchei Khimii,1982,vol. 52,p. 1246 - 1256.

6
[ 530-46-1 ]
[ 32792-41-9 ]
[ 32792-48-6 ]

References: [1]Journal of Fluorine Chemistry,1994,vol. 67,p. 41 - 46.

7
[ 530-46-1 ]
[ 106-44-5 ]
[ 371-41-5 ]
[ 456-22-4 ]
[ 99-94-5 ]

References: [1]Journal of Fluorine Chemistry,1994,vol. 67,p. 41 - 46.

8
[ 462-06-6 ]
[ 874-60-2 ]
[ 530-46-1 ]

References: [1]Journal of Fluorine Chemistry,1994,vol. 67,p. 41 - 46.

Yield	Reaction Conditions	Operation in experiment
81%	With potassium fluoride; potassium phosphate; copper; Trimethylacetic acid; at 100℃; under 760.051 Torr; for 12h;	General procedure: A 25 mL reaction flask was charged with copper nanoparticles (0.1 mmol)Aryl diiodonium (0.5 mmol),Benzene boronic acid (1.5 mmol),Potassium phosphate (1.0 mmol),Potassium fluoride (0.5 mmol), pivalic acid (0.5 mmol) and polyethylene glycol-400 (2.0 g)And introducedAn atmospheric pressureCarbon monoxide.The reaction mixture was reacted at 100 ° C until the reaction was complete and cooled to room temperature,The product was isolated by column chromatography after evaporation of the solvent under reduced pressure.
		...presented by the following formula (4) which can respectively correspond to the formula (1) can be obtained.(D) Fluorine substituted aromatic compound represented by the formula (4) corresponding to the hydroxy compound wherein X1 is a substituent of the group (a) in the formula(1):...4-phenylsulfonyl-4'-fluorodiphenylether,2,2'-difluorobenzophenone, 2,3'-difluorobenzophenone,2,4'-difluorobenzophenone, 3,3'-difluorobenzophenone,3,4'-difluorobenzophenone, 4,4'-difluorobenzophenone,4-methyl-4'-fluorobenzophenone, 4-methoxy-4'-fluorobenzophenone,4-phenyl-4'-fluorobenzophenone, 4-nitro-4'-fluorobenzophenone,4-cyano-4'-fluorobenzophenone, 4-chloro-4'-fluorobenzophenone,4-bromo-4'-fluorobenzophenone, 4-acetyl-4'-fluorobenzophenone,...

10
[ 530-46-1 ]
[ 138750-31-9 ]
[ 570384-27-9 ]

References: [1]Bioorganic and medicinal chemistry letters,2003,vol. 13,p. 1291 - 1292.

11
[ 530-46-1 ]
[ 130194-42-2 ]
[4-(3-amino-1-phenyl-propoxy)-phenyl]-<i>p</i>-tolyl-methanone [ No CAS ]

References: [1]Bioorganic and medicinal chemistry letters,2003,vol. 13,p. 1291 - 1292.

12
[ 5720-05-8 ]
[ 459-57-4 ]
[ 345-91-5 ]
[ 530-46-1 ]

References: [1]Advanced Synthesis and Catalysis,2004,vol. 346,p. 1836 - 1843.

13
C₁₆H₁₇F₂In [ No CAS ]
[ 39248-93-6 ]
[ 530-46-1 ]

References: [1]Journal of Organic Chemistry,2005,vol. 70,p. 4851 - 4853.

14
tris(4-fluorophenyl)indium [ No CAS ]
[ 39248-93-6 ]
[ 530-46-1 ]

References: [1]Journal of Organic Chemistry,2005,vol. 70,p. 4851 - 4853.

15
[ 5720-05-8 ]
[ 459-57-4 ]
[ 530-46-1 ]

References: [1]Synlett,2011,p. 1626 - 1630.
[2]Journal of Organometallic Chemistry,2005,vol. 690,p. 4433 - 4440.

16
[ 403-43-0 ]
[ 5142-75-6 ]
[ 530-46-1 ]

References: [1]Tetrahedron,2007,vol. 63,p. 12917 - 12926.
[2]Tetrahedron Letters,2006,vol. 47,p. 6975 - 6978.

17
[ 530-46-1 ]
(R)-NPTS [ No CAS ]

References: [1]Bioorganic and medicinal chemistry letters,2003,vol. 13,p. 1291 - 1292.

18
[ 530-46-1 ]
(Methyl-{(R)-3-[4-(4-methyl-benzoyl)-phenoxy]-3-phenyl-propyl}-amino)-acetic acid ethyl ester [ No CAS ]

References: [1]Bioorganic and medicinal chemistry letters,2003,vol. 13,p. 1291 - 1292.

19
[ 530-46-1 ]
{(R)-3-[4-(4-Methyl-benzoyl)-phenoxy]-3-phenyl-propylamino}-acetic acid ethyl ester [ No CAS ]

References: [1]Bioorganic and medicinal chemistry letters,2003,vol. 13,p. 1291 - 1292.

20
[ 530-46-1 ]
[3H]-(R)-N-[3-phenyl-3-(4'-(4-toluoyl)phenoxy)propyl]sarcosine [ No CAS ]

References: [1]Bioorganic and medicinal chemistry letters,2003,vol. 13,p. 1291 - 1292.

21
[ 530-46-1 ]
C₂₈H₃₀⁽³⁾HNO₄ [ No CAS ]

References: [1]Bioorganic and medicinal chemistry letters,2003,vol. 13,p. 1291 - 1292.

22
[ 530-46-1 ]
[ 866009-63-4 ]

References: [1]Archiv der Pharmazie,1990,vol. 323,p. 273 - 280.

23
[ 530-46-1 ]
p-Tolyl-(4-[1,2,4]triazol-1-yl-phenyl)-methanol [ No CAS ]

References: [1]Archiv der Pharmazie,1990,vol. 323,p. 273 - 280.

24
[ 530-46-1 ]
[ 128458-85-5 ]

References: [1]Archiv der Pharmazie,1990,vol. 323,p. 273 - 280.

25
[ 530-46-1 ]
1-[4-(Chloro-p-tolyl-methyl)-phenyl]-1H-imidazole [ No CAS ]

References: [1]Archiv der Pharmazie,1990,vol. 323,p. 273 - 280.

26
[ 530-46-1 ]
[ 128458-46-8 ]

References: [1]Archiv der Pharmazie,1990,vol. 323,p. 273 - 280.

27
[ 530-46-1 ]
[ 128458-70-8 ]

References: [1]Archiv der Pharmazie,1990,vol. 323,p. 273 - 280.

28
[ 530-46-1 ]
[ 128458-72-0 ]

References: [1]Archiv der Pharmazie,1990,vol. 323,p. 273 - 280.

29
[ 530-46-1 ]
[ 128458-86-6 ]

References: [1]Archiv der Pharmazie,1990,vol. 323,p. 273 - 280.

30
[ 530-46-1 ]
[ 128458-74-2 ]

References: [1]Archiv der Pharmazie,1990,vol. 323,p. 273 - 280.

31
[ 530-46-1 ]
[ 128458-88-8 ]

References: [1]Archiv der Pharmazie,1990,vol. 323,p. 273 - 280.

32
[ 530-46-1 ]
[ 2353-66-4 ]

References: [1]Bulletin de l'Academie Polonaise des Sciences, Serie des Sciences Chimiques,1959,vol. 7,p. 803,805.

33
[ 456-22-4 ]
[ 530-46-1 ]

References: [1]Bulletin des Societes Chimiques Belges,1966,vol. 75,p. 199 - 229.
[2]Journal of Organometallic Chemistry,2015,vol. 794,p. 136 - 145.
[3]Tetrahedron Letters,2018,vol. 59,p. 2299 - 2301.

34
[ 403-43-0 ]
[ 530-46-1 ]

Yield	Reaction Conditions	Operation in experiment
	aluminium trichloride; In toluene;	REFERENCE EXAMPLE 2 (Synthesis of starting material for Reference Example 1) STR529 Into a toluene suspension (200 ml) of aluminum chloride (26 g), a toluene solution (50 ml) of p-fluorobenzoyl chloride (16 g) was dropwise added at a room temperature. Subsequently, the mixture was stirred for 20 hours at a room temperature, and then carefully poured into ice-water. Toluene (200 ml) was added thereto, and then the organic layer was separated, and washed successively with aqueous 2N hydrochloric acid solution, water and aqueous saturated sodium chloride solution, followed by drying over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to obtain 4-fluoro-4'-methylbenzophenone (16 g). melting point: 97-98° C.

References: [1]Patent: US6077866,2000,A .
[2]Journal of Organometallic Chemistry,2015,vol. 794,p. 136 - 145.
[3]Tetrahedron Letters,2018,vol. 59,p. 2299 - 2301.

35
[ 34241-39-9 ]
[ 530-46-1 ]
[ 91457-13-5 ]

Yield	Reaction Conditions	Operation in experiment
	With N-Bromosuccinimide; In tetrachloromethane;	REFERENCE EXAMPLE 1 (Synthesis of starting materials for Synthesis Example 8) STR528 A carbon tetrachloride solution (200 ml) of <strong>[530-46-1]4-fluoro-4'-methylbenzophenone</strong> (16 g), N-bromosuccinimide (14.2 g) and 2,2'-azodi-isobutyronitrile (0.1 g) was heated for 16 hours with refluxing. After the mixture was cooled to a room temperature, the precipitates were collected by filtration, and the solvent was distilled off to obtain 4-bromomethyl-4'-fluorobenzophenone (20 g). melting point: 73-75° C.

References: [1]Patent: US6077866,2000,A .

36
[ 456-22-4 ]
[ 108-88-3 ]
[ 530-46-1 ]

References: [1]Organic Letters,2011,vol. 13,p. 2232 - 2235.

37
[ 1765-93-1 ]
[ 874-60-2 ]
[ 530-46-1 ]

Yield	Reaction Conditions	Operation in experiment
90%	With sodium hydroxide; In toluene; at 100℃; for 2h;Schlenk technique;	General procedure: An oven-dried Schlenk flask, equipped with a magnetic stir bar, septum and a condenser was charged with acyl chloride (1.0 mmol), arylboronic acid (1.0 mmol), NaOH (4 mmol) and 5.0 mL of toluene. The flask was immersed and stirred in an oil bath at 100 °C. Upon complete consumption of starting materials as determined by GC analysis, the water (10.0 mL) was added. The reaction mixture was extracted with diethyl ether (3 × 5.0 mL). The combined organic layer was collected, dried over anhydrous Na2SO4 and concentrated in vacuum to afford product which was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate = 9:1 or 8:2).
45%	With C30H38Cl2N8Pd(2+)*2Cl(1-); sodium carbonate; In water; acetone; at 60℃; for 12h;	General procedure: The catalyst (3.8 mg, 1.0 molpercent), Na2CO3 (170 mg, 1.6 mmol), H2O (1.5 mL) and acetone (1.5 mL) was added into a 25 mL schlenk flask, then the reactor was stirred at room temperature for several minutes to dissolve the catalyst and base homogenously. Subsequently, benzoyl chloride (1.0 mmol) and boronic acid (1.2 mmol) were introduced. Then the flask was immersed in an oil bath preheated at 60 °C for 12 h. After the reaction was completed, the mixture was extracted with diethyl ether, and the combined organic layer was dried over anhydrous Na2SO4 and was subsequently purified by flash chromatography using silica gel (petroleum ether/ethyl acetate = 20:1) yielding the desired products.

References: [1]Tetrahedron Letters,2017,vol. 58,p. 3201 - 3204.
[2]Tetrahedron Letters,2011,vol. 52,p. 3897 - 3901.

38
[ 1194-02-1 ]
[ 824-79-3 ]
[ 530-46-1 ]

References: [1]Chemistry - A European Journal,2011,vol. 17,p. 7996 - 7999.

39
[ 349-88-2 ]
[ 104-85-8 ]
[ 530-46-1 ]

References: [1]Chemistry - A European Journal,2011,vol. 17,p. 7996 - 7999.

40
[ 106-38-7 ]
[ 459-57-4 ]
[ 530-46-1 ]

Yield	Reaction Conditions	Operation in experiment
98%		n-Butyllithium (1.67 M solution in hexane, 1.32 mL, 2.2 mmol) was added dropwise to a solution of 1-bromo-4-methylbenzene (342 mg 2.0 mmol) in THF (3 mL) at -78 °C for 30 min. Then, 4-fluorobenzaldehyde (261 mg, 2.1 mmol) was added to the mixture at -78 °C and the obtained mixture was stirred at room temperature for 1 h. Then, after removal of the solvent, I2 (812 mg,3.2 mmol), K2CO3 (829 mg, 6.0 mmol), and t-BuOH (3 mL) were added and the obtained mixture was stirred for 3 h at refluxing conditions. The reaction mixture was quenched with satd aq Na2SO3 (5 mL) and was extracted with CHCl3 (3.x.20 mL). The organic layer was washed with brine and dried over Na2SO4 to provide 4-fluoro-4'-methylbenzophenone in 98percent yield with high purity. If necessary, the product was purified by a short flash columnchromatography (silica gel; hexane/CHCl3=1:3) to give pure 4-fluoro-4'-methylbenzophenone as a colorless solid.
74%		General procedure: [Using Mg turnings]: A solution of p-bromotoluene (1112 mg, 6.5 mmol) in dry THF (4 mL) was added dropwise to Mg turnings (182 mg 7.5 mmol) in THF (6 mL) at room temperature and then, the mixture was stirred at room temperature for 1 h. A solution of p-chlorobenzaldehyde (703 mg, 5.0 mmol) in THF (5 mL) was added to the mixture at 0 °C and the obtained mixture was stirred at room temperature for 2 h. Then, DIH (1520 mg, 4.0 mmol), K2CO3 (1451 mg, 10.5 mmol), and t-BuOH (15 mL) were added and the obtained mixture was stirred for 20 h at refluxing conditions. The reaction mixture was quenched with satd aq Na2SO3 (10 mL) and was extracted with CHCl3 (3.x.25 mL). The organic layer was washed with brine and dried over Na2SO4. Purification by short column chromatography (silica gel; hexane/CHCl3=1:1) yielded p-chlorophenyl p-tolyl ketone (934 mg, 81percent).

References: [1]Tetrahedron,2012,vol. 68,p. 1436 - 1442.
[2]Tetrahedron,2012,vol. 68,p. 6557 - 6564.

41
[ 13222-85-0 ]
[ 1765-93-1 ]
[ 530-46-1 ]

Yield	Reaction Conditions	Operation in experiment
80%	With NHC-Pd(II)-Im; sodium hydrogencarbonate; In water; at 50℃; for 12h;Inert atmosphere;	General procedure: Under N2 atmosphere, NaHCO3 (2.4 mmol), benzoic anhydride 3a (1.5 mmol), phenylboronic acid 2a (0.75 mmol), and H2O were successively added into a Schlenk reaction tube. The mixture was stirred at room temperature for about 10 min. Then NHC-Pd(II)-Im complex 1 (1.0 mol percent) was added. The mixture was stirred at room temperature for 12 h and then was diluted with CH2Cl2, washed with saturated brine, dried over anhydrous Na2SO4. The dried organic phase was then filtered, concentrated under reduced pressure and purified by flash column chromatography on silica gel to give the pure product 4a.

References: [1]Tetrahedron,2012,vol. 68,p. 5806 - 5809.

42
[ 460-00-4 ]
[ 530-46-1 ]

References: [1]Organic Letters,2012,vol. 14,p. 4850 - 4853,4.
[2]Chemistry - A European Journal,2016,vol. 22,p. 10420 - 10424.

43
[ 104-87-0 ]
[ 530-46-1 ]

References: [1]Organic Letters,2012,vol. 14,p. 4850 - 4853,4.

44
[ 345-91-5 ]
[ 530-46-1 ]

References: [1]Organic Letters,2012,vol. 14,p. 4850 - 4853,4.

45
[ 530-46-1 ]
[ 1397678-26-0 ]

References: [1]Organic Letters,2012,vol. 14,p. 4850 - 4853,4.

46
[ 201230-82-2 ]
[ 624-31-7 ]
[ 1765-93-1 ]
[ 530-46-1 ]

Yield	Reaction Conditions	Operation in experiment
92%	With potassium phosphate; nickel dichloride; Trimethylacetic acid; at 80℃; under 760.051 Torr; for 20h;Green chemistry;	General procedure: Into a 25 ml reaction flask was successively added nickel chloride (0.01 mmol), R2 substituted aryl iodide (table 2) (0.5 mmol), R3 substituted arylboronic acid (0.75 mmol), potassium phosphate (1.0 mmol), pivalic acid (0.25 mmol) and polyethylene glycol 400 (2.0 g), and introduce one atmospheric pressure carbon monoxide. The reaction mixture at 80 °C react until starting material reaction complete and cool to room temperature, pressure reducing evaporate the solvent column chromatography separation to obtain the product. The experimental results are set out in table 2.
91%	With palladium diacetate; sodium carbonate; In water; at 100℃; under 760.051 Torr; for 6h;Sealed tube; Autoclave; Green chemistry;	General procedure: A 75 mL autoclave equipped with a Teflon liner and a magnetic stirrer bar was charged with Pd(OAc)2 (4.48 mg, 2.0 × 10?2 mmol), L (46.7 mg, 4.0 × 10?2 mmol) and H2O (6 mL) and the mixture was stirred at room temperatures for 0.5 h under N2. Then iodobenzene (113 muL, 1 mmol), phenylboronic acid (134 mg, 1.1 mmol), Na2CO3(106 mg, 1 mmol), and n-decane (0.1 mL, GC internal standard) were added. Once sealed, the autoclave was purged three times with CO, and pressurized to 1 atm of CO. The reaction mixture was stirred at 100 °C for 2 h. After reaction, the mixture was extracted with diethyl ether (3 × 5 mL). The combined organic layer was concentrated in vacuo and the product was purified by column chromatography. In the recycling experiment, the aqueous phase containing the catalyst was subjected to a second run by charging it with the same substrates as mentioned above, and the reaction performed under the same conditions.

References: [1]RSC Advances,2014,vol. 4,p. 63216 - 63220.
[2]Patent: CN103951538,2017,B .Location in patent: Paragraph 0003; 0017; 0027-0033.
[3]Chemical Communications,2014,vol. 50,p. 3874 - 3877.
[4]Catalysis Communications,2015,vol. 71,p. 106 - 110.
[5]RSC Advances,2014,vol. 4,p. 44312 - 44316.
[6]Journal of Organic Chemistry,2014,vol. 79,p. 1454 - 1460.
[7]ChemSusChem,2018,vol. 11,p. 3382 - 3387.

47
[ 5720-05-8 ]
[ 25569-77-1 ]
[ 530-46-1 ]

References: [1]RSC Advances,2014,vol. 4,p. 53885 - 53890.

48
[ 17151-47-2 ]
[ 874-60-2 ]
[ 530-46-1 ]

Yield	Reaction Conditions	Operation in experiment
89%	With palladium diacetate; In chloroform; at 60℃; for 2h;Inert atmosphere;	General procedure: After the reaction of arylboronic acid (1 mmol) with tributyltin methoxide (0.321 g, 1 mmol) at 100 C for 1 h under solvent-free conditions, chloroform (4 mL) was added to the reaction mixture at room temperature. Either Pd(OAc)2 (0.0022 g, 0.01 mmol) or PdCl2 (0.0017 g, 0.01 mmol) and tri(2-furyl)phosphine (0.0046 g,0.02 mmol) were added under an argon gas stream, followed by addition of aroyl chloride (1 mmol) at room temperature. The resulting mixture was heated in a heating block with stirring at 60 C for 2 h. The reaction mixture was filtered through a Celite pad, and the solvent was removed under reduced pressure. After addition of THF (5 mL) and 3 M NaOH (1 mL) to the residue, the mixture was stirred for 0.5 h at room temperature and then diluted with H2O (4 mL). The aqueous phase was extracted with EtOAc (35 mL) and organic layers were washed with brine (5 mL) dried over Na2SO4, filtered, and then concentrated in vacuo. The residue was purified by column chromatography on silica gel to give pure diaryl ketone.

References: [1]Tetrahedron,2015,vol. 71,p. 1705 - 1711.

49
[ 5720-05-8 ]
[ 530-46-1 ]

References: [1]Tetrahedron,2015,vol. 71,p. 1705 - 1711.

50
[ 1765-93-1 ]
[ 530-46-1 ]

References: [1]Tetrahedron,2015,vol. 71,p. 1705 - 1711.

51
[ 403-43-0 ]
[ 31614-66-1 ]
[ 530-46-1 ]

Yield	Reaction Conditions	Operation in experiment
72%	With palladium diacetate; In chloroform; at 60℃; for 2h;Inert atmosphere;	General procedure: After the reaction of arylboronic acid (1 mmol) with tributyltin methoxide (0.321 g, 1 mmol) at 100 C for 1 h under solvent-free conditions, chloroform (4 mL) was added to the reaction mixture at room temperature. Either Pd(OAc)2 (0.0022 g, 0.01 mmol) or PdCl2 (0.0017 g, 0.01 mmol) and tri(2-furyl)phosphine (0.0046 g,0.02 mmol) were added under an argon gas stream, followed by addition of aroyl chloride (1 mmol) at room temperature. The resulting mixture was heated in a heating block with stirring at 60 C for 2 h. The reaction mixture was filtered through a Celite pad, and the solvent was removed under reduced pressure. After addition of THF (5 mL) and 3 M NaOH (1 mL) to the residue, the mixture was stirred for 0.5 h at room temperature and then diluted with H2O (4 mL). The aqueous phase was extracted with EtOAc (35 mL) and organic layers were washed with brine (5 mL) dried over Na2SO4, filtered, and then concentrated in vacuo. The residue was purified by column chromatography on silica gel to give pure diaryl ketone.

References: [1]Tetrahedron,2015,vol. 71,p. 1705 - 1711.

52
[ 459-45-0 ]
[ 104-87-0 ]
[ 530-46-1 ]

Yield	Reaction Conditions	Operation in experiment
86%	With di-tert-butyl peroxide; In 1,2-dichloro-ethane; at 80℃; for 1h;	General procedure: A mixture of aromatic aldehyde 1 (1.0 mmol), aryl diazonium tetrafluoroborate 2 (1.0 mmol), and DTBP (2.0 mmol) in DCE (3 mL) was stirred at 80 °C for 0.5-1.0 h. After completion of the reaction (monitored by TLC), the mixture was extracted with ethyl acetate (3 × 5 mL). The combined organic phases were dried over anhyd. Na2SO4, filtered, and concentrated under reduced pressure. The resulting crude product was purified by silica gel column chromatography using a mixture of EtOAc/n-hexane (1:19) as eluent to afford an analytically pure sample of diaryl ketones 3. All products are known compounds and were characterized by the comparison of their spectral data with those reported in the literature.1-13

References: [1]Tetrahedron Letters,2015,vol. 56,p. 4211 - 4214.

53
N-(3,5-bis(trifluoromethyl)phenyl)-4-fluoro-Ntosylbenzamide [ No CAS ]
[ 66117-64-4 ]
[ 530-46-1 ]

Yield	Reaction Conditions	Operation in experiment
96%	With (bis(tricyclohexyl)phosphine)palladium(II) dichloride; potassium carbonate; tricyclohexylphosphine; In 1,4-dioxane; at 110℃; for 6h;Inert atmosphere; Schlenk technique;	General procedure: Under a N2 atmosphere, to a 10 mL dry flask were added amide (0.5 mmol), diarylborinic acid (0.375 mmol), Pd(PCy3)2Cl2 (1 mmolpercent), PCy3 (0.6 mmolpercent), K2CO3 (1 mmol), and dry dioxane (4 mL). The mixture was stirred at 110 °C for a given time or monitored by TLC until the starting material was completely consumed. The reaction mixture was diluted with CH2Cl2 (15 mL), followed by washing with H2O (2 x 10 mL). The organic layer was dried over Na2SO4, filtered, and evaporated under reduced pressure to give crude product,which was purified by column chromatography on silica gel to afford product.

References: [1]Journal of Organometallic Chemistry,2015,vol. 794,p. 136 - 145.

54
[ 624-31-7 ]
[ 2251-76-5 ]
[ 530-46-1 ]

References: [1]Angewandte Chemie - International Edition,2015,vol. 54,p. 7929 - 7933.
Angew. Chem.,2015,vol. 127,p. 8040 - 8044,5.

55
[ 530-46-1 ]
4-(4-fluorobenzoyl)benzaldehyde [ No CAS ]

References: [1]RSC Advances,2019,vol. 9,p. 20879 - 20883.
[2]Chemistry - A European Journal,2015,vol. 21,p. 14937 - 14942.

Historical Records

Technical Information

• Alkyl Halide Occurrence • Baeyer-Villiger Oxidation • Barbier Coupling Reaction • Baylis-Hillman Reaction • Benzylic Oxidation • Birch Reduction • Blanc Chloromethylation • Bucherer-Bergs Reaction • Clemmensen Reduction • Corey-Bakshi-Shibata (CBS) Reduction • Corey-Chaykovsky Reaction • Fischer Indole Synthesis • Friedel-Crafts Reaction • Grignard Reaction • Henry Nitroaldol Reaction • Horner-Wadsworth-Emmons Reaction • Hydride Reductions • Hydrogenolysis of Benzyl Ether • Lawesson's Reagent • Leuckart-Wallach Reaction • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Passerini Reaction • Paternò-Büchi Reaction • Petasis Reaction • Peterson Olefination • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Alkylbenzene • Preparation of Amines • Prins Reaction • Reactions of Aldehydes and Ketones • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reformatsky Reaction • Robinson Annulation • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Specialized Acylation Reagents-Ketenes • Stobbe Condensation • Tebbe Olefination • Ugi Reaction • Vilsmeier-Haack Reaction • Wittig Reaction • Wolff-Kishner Reduction

Related Functional Groups of
[ 530-46-1 ]

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1-(3-Fluorophenyl)propan-1-one

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P281	Use personal protective equipment as required.
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P320
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P321
P322
P330	Rinse mouth.
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P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
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P352	Wash with plenty of soap and water.
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P378
P380	Evacuate area.
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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.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
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:
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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.
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P413
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P501	Dispose of contents/container to ...
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Code	Phrase
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H250	Catches fire spontaneously if exposed to air
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Code	Phrase
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Environmental hazards
Code	Phrase
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H401	Toxic to aquatic life
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H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
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H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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CAS No.: 530-46-1

{[proInfo.proName]}

CAS No.: 530-46-1

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CAS No.: 530-46-1

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CAS No.: 530-46-1

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Product Details of [ 530-46-1 ]

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Computational Chemistry of [ 530-46-1 ] Show Less

Physicochemical Properties

Lipophilicity

Water Solubility

Pharmacokinetics

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Medicinal Chemistry

Application In Synthesis of [ 530-46-1 ]

[ 530-46-1 ] Synthesis Path-Downstream 1~55

Related Products

Historical Records

Technical Information

Categories

Related Functional Groups of [ 530-46-1 ]

Fluorinated Building Blocks

Aryls

Ketones

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Health hazards

Environmental hazards

Inquiry

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Related Functional Groups of
[ 530-46-1 ]