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[ CAS No. 321-37-9 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 321-37-9
Chemical Structure| 321-37-9
Chemical Structure| 321-37-9
Structure of 321-37-9 * Storage: {[proInfo.prStorage]}
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Product Details of [ 321-37-9 ]

CAS No. :321-37-9 MDL No. :MFCD00018686
Formula : C8H4ClF3O Boiling Point : -
Linear Structure Formula :- InChI Key :DYPQUENOGZXOGE-UHFFFAOYSA-N
M.W : 208.57 Pubchem ID :67578
Synonyms :

Calculated chemistry of [ 321-37-9 ]

Physicochemical Properties

Num. heavy atoms : 13
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 : 41.84
TPSA : 17.07 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.6 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.9
Log Po/w (XLOGP3) : 2.78
Log Po/w (WLOGP) : 4.35
Log Po/w (MLOGP) : 2.82
Log Po/w (SILICOS-IT) : 3.36
Consensus Log Po/w : 3.04

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -3.09
Solubility : 0.168 mg/ml ; 0.000805 mol/l
Class : Soluble
Log S (Ali) : -2.79
Solubility : 0.335 mg/ml ; 0.00161 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.85
Solubility : 0.0291 mg/ml ; 0.00014 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.08

Safety of [ 321-37-9 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 321-37-9 ]

* 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 [ 321-37-9 ]

[ 321-37-9 ] Synthesis Path-Downstream   1~85

  • 2
  • [ 321-37-9 ]
  • [ 19740-19-3 ]
  • [ 7785-11-7 ]
  • 3
  • [ 321-37-9 ]
  • [ 1895-39-2 ]
  • [ 7785-11-7 ]
  • 5
  • [ 321-37-9 ]
  • phenylmagnesium bromide [ No CAS ]
  • [ 1996-66-3 ]
  • 6
  • [ 321-37-9 ]
  • [ 2837-90-3 ]
  • [ 19302-07-9 ]
  • [ 19302-06-8 ]
  • 7
  • [ 321-37-9 ]
  • [ 72487-06-0 ]
YieldReaction ConditionsOperation in experiment
65% With Almag CRED A161; NADP; glucose dehydrogenase; In water; dimethyl sulfoxide; isopropyl alcohol; at 20℃;pH 7;Enzymatic reaction; General procedure: Almac CRED (200 mg) and NADP or NAD (10 mg)were charged into a 100 mL round bottomed flask and dissolvedin 0.1 M potassium phosphate buffer (pH 7, ca. 50 mL). Next, IPA(7 mL) was added, followed by a solution of ketone (900-1700 mg) in DMSO (2.5-5 mL, depending on solubility). This was shaken at room temperature overnight and the reaction progresswas checked by 1H NMR. If not complete, additional CRED (100-200 mg) and NADP or NAD (10 mg) were added and shaking wascontinued. This was repeated until the reaction reached completion.If the reaction appeared to stall or proceed very slowly, experimentalmethod C was used.
  • 8
  • [ 321-37-9 ]
  • [ 460-00-4 ]
  • [ 1580-45-6 ]
  • 9
  • [ 110-86-1 ]
  • [ 122-01-0 ]
  • bis(trifluoromethyl)cadmium*glyme [ No CAS ]
  • [ 321-37-9 ]
  • [ 144459-43-8 ]
  • [ 144459-51-8 ]
  • [ 144459-55-2 ]
  • 11
  • [ 917-64-6 ]
  • [ 321-37-9 ]
  • [ 76953-98-5 ]
  • 12
  • [ 321-37-9 ]
  • [ 41251-37-0 ]
  • C9H5(2)H3ClF3O [ No CAS ]
  • 13
  • [ 321-37-9 ]
  • [ 80418-11-7 ]
  • [ 72487-06-0 ]
YieldReaction ConditionsOperation in experiment
With benzyl[(1R,2R)-2-[(diphenylphosphoroso)amino]-1,2-diphenylethyl]amine; diethylzinc; In hexane; toluene; at -20℃; for 48h;Inert atmosphere; General procedure: To a solution of chiral phosphinamide chiral ligand (0.3 mmol) in toluene (1.3 mL), Et2Zn (1.3 mL, 1 M in n-hexane, 1.3 mmol) was added and the resulting mixture was stirred for 10 min at 0 C under an atmosphere of nitrogen. Next, the reaction mixture was cooled to 20 C, and alpha-trifluoromethyl ketone (1.0 mmol) was added dropwise. After being stirred for 48 h, the reaction was quenched by saturated NH4Cl solution (15 mL) and the mixture was extracted with EtOAc (15 mL 3). The combined organic layer was dried over MgSO4, filtered, and concentrated in vacuo to give a residue, which was purified by flash column chromatography on silica gel (hexane/EtOAc = 10:1) to give the corresponding product.
  • 14
  • [ 122-01-0 ]
  • bis(trifluoromethyl)cadmium*glyme [ No CAS ]
  • [ 321-37-9 ]
  • [ 144459-43-8 ]
  • [ 144459-51-8 ]
  • [ 144459-55-2 ]
  • 15
  • [ 122-01-0 ]
  • [ 321-37-9 ]
  • [ 456-21-3 ]
  • [ 144459-43-8 ]
  • [ 144459-51-8 ]
  • 16
  • [ 321-37-9 ]
  • [ 196929-78-9 ]
  • 2-Methyl-propane-2-sulfinic acid [1-(4-chloro-phenyl)-2,2,2-trifluoro-eth-(E)-ylidene]-amide [ No CAS ]
  • 17
  • [ 7677-24-9 ]
  • [ 321-37-9 ]
  • 2-(4-chlorophenyl)-3,3,3-trifluoro-2-hydroxypropionitrile [ No CAS ]
  • 18
  • [ 5994-87-6 ]
  • [ 321-37-9 ]
  • [ 3087-36-3 ]
  • [ 902453-32-1 ]
  • 19
  • [ 1126-46-1 ]
  • [ 81290-20-2 ]
  • [ 321-37-9 ]
  • 20
  • [ 321-37-9 ]
  • [ 10365-98-7 ]
  • 2,2,2-trifluoro-1-(4-chlorophenyl)-1-(3-methoxyphenyl)-1-ethanol [ No CAS ]
  • 2,2,2-trifluoro-1-(4-chlorophenyl)-1-(3-methoxyphenyl)-1-ethanol [ No CAS ]
  • 21
  • [ 321-37-9 ]
  • [ 17933-03-8 ]
  • 2,2,2-trifluoro-1-(4-chlorophenyl)-1-(3-methylphenyl)-1-ethanol [ No CAS ]
  • 2,2,2-trifluoro-1-(4-chlorophenyl)-1-(3-methylphenyl)-1-ethanol [ No CAS ]
  • 22
  • [ 321-37-9 ]
  • [ 5720-05-8 ]
  • 2,2,2-trifluoro-1-(4-chlorophenyl)-1-(4-methylphenyl)-1-ethanol [ No CAS ]
  • 2,2,2-trifluoro-1-(4-chlorophenyl)-1-(4-methylphenyl)-1-ethanol [ No CAS ]
  • 23
  • [ 321-37-9 ]
  • [ 63503-60-6 ]
  • 2,2,2-trifluoro-1-(4-chlorophenyl)-1-(3-chlorophenyl)-1-ethanol [ No CAS ]
  • 2,2,2-trifluoro-1-(4-chlorophenyl)-1-(3-chlorophenyl)-1-ethanol [ No CAS ]
  • 24
  • [ 321-37-9 ]
  • [ 32316-92-0 ]
  • 2,2,2-trifluoro-1-(4-chlorophenyl)-1-(2-naphthyl)-1-ethanol [ No CAS ]
  • (S)-1-(4-chlorophenyl)-2,2,2-trifluoro-1-(2-naphthyl)ethanol [ No CAS ]
  • 25
  • [ 321-37-9 ]
  • [ 5720-07-0 ]
  • (R)-1-(4-chlorophenyl)-2,2,2-trifluoro-1-(p-methoxyphenyl)ethan-1-ol [ No CAS ]
  • (S)-1-(4-chlorophenyl)-2,2,2-trifluoro-1-(4-methoxyphenyl)ethanol [ No CAS ]
  • 26
  • [ 321-37-9 ]
  • [ 16753-62-1 ]
  • (R)-2-(4-Chloro-phenyl)-1,1,1-trifluoro-but-3-en-2-ol [ No CAS ]
  • (S)-2-(4-Chloro-phenyl)-1,1,1-trifluoro-but-3-en-2-ol [ No CAS ]
  • 27
  • [ 22913-11-7 ]
  • [ 81290-20-2 ]
  • [ 321-37-9 ]
  • 28
  • [ 321-37-9 ]
  • [ 98-80-6 ]
  • (S)-2,2,2-trifluoro-1-(4-chlorophenyl)-1-phenylethanol [ No CAS ]
  • (R)-1-(4-chlorophenyl)-2,2,2-trifluoro-1-phenylethanol [ No CAS ]
  • 29
  • [ 321-37-9 ]
  • [ 536-74-3 ]
  • 2-(4-chlorophenyl)-1,1,1-trifluoro-4-phenylbut-3-yn-2-ol [ No CAS ]
  • 30
  • [ 321-37-9 ]
  • [ 75-05-8 ]
  • 3-(p-chlorophenyl)-3-hydroxy-3-(trifluoromethyl)propanenitrile [ No CAS ]
  • 31
  • [ 623-73-4 ]
  • [ 321-37-9 ]
  • ethyl (E)-4,4,4-trifluoro-3-(4-chlorophenyl)but-2-enoate [ No CAS ]
  • 33
  • [ 321-37-9 ]
  • N-[1-(4-chlorophenyl)-1-(trifluoromethyl)-P,P-diphenylpropyl]phosphinic amide [ No CAS ]
  • 34
  • [ 321-37-9 ]
  • N-[(1S)-1-(4-chlorophenyl)-1-(trifluoromethyl)-P,P-diphenylpropyl]phosphinic amide [ No CAS ]
  • 35
  • [ 321-37-9 ]
  • N-[(1R)-1-(4-chlorophenyl)-1-(trifluoromethyl)-P,P-diphenylpropyl]phosphinic amide [ No CAS ]
  • 36
  • [ 321-37-9 ]
  • 2-(4-chloro-phenyl)-3,3,3-trifluoro-2-hydroxy-propionamide [ No CAS ]
  • 37
  • [ 321-37-9 ]
  • (S)-1,1,1-trifluoro-2-(N-(R)-tert-butanesulfinyl)-amino-2-cyano-2-(4-chloro-phenyl)-ethane [ No CAS ]
  • 38
  • [ 321-37-9 ]
  • (R)-1,1,1-trifluoro-2-(N-(R)-tert-butanesulfinyl)-amino-2-cyano-2-(4-chloro-phenyl)-ethane [ No CAS ]
  • 39
  • [ 321-37-9 ]
  • 1-(4-chlorophenyl)-2,2-difluoro-2-(2-furyl)ethan-1-one [ No CAS ]
  • 40
  • [ 321-37-9 ]
  • 1,4-bis(4-chlorophenyl)-2,2,3,3-tetrafluorobutane-1,4-dione [ No CAS ]
  • 41
  • [ 321-37-9 ]
  • 1-(4-chlorophenyl)-2,2-difluoro-2-iodoethane-1-one [ No CAS ]
  • 42
  • [ 502607-03-6 ]
  • [ 321-37-9 ]
  • 43
  • [ 51833-36-4 ]
  • [ 321-37-9 ]
  • 44
  • [ 321-37-9 ]
  • [ 329-78-2 ]
  • 45
  • [ 321-37-9 ]
  • [ 655-54-9 ]
  • 46
  • [ 321-37-9 ]
  • [ 413598-38-6 ]
  • 48
  • [ 321-37-9 ]
  • (E)-2,5-di(p-chlorophenyl)-1,1,1,6,6,6-hexafluoro-2,3,4-hexatriene [ No CAS ]
  • 50
  • [ 321-37-9 ]
  • 1-(4-chlorophenyl)-2,2-difluoro-3-hydroxy-3-phenylpropan-1-one [ No CAS ]
  • 51
  • [ 321-37-9 ]
  • [ 110809-29-5 ]
  • 55
  • [ 321-37-9 ]
  • [ 362-90-3 ]
  • 56
  • hydroxylamino hydrochloride [ No CAS ]
  • [ 321-37-9 ]
  • 1-(4-chlorophenyl)-1-hydroximino-2,2,2-trifluoroethane [ No CAS ]
YieldReaction ConditionsOperation in experiment
With pyridine; In water; (b) The starting 1-(4-chlorophenyl)-hydroximino-2,2,2-trifluoroethane is prepared as follows: A mixture of 417 g (2 moles) of 4-chloro-omega,omega,omega-trifluoroacetophenone, 139 g (2 moles) of hydroxylamino hydrochloride and 500 ml of pyridine is stirred for 15 hours at room temperature. The pyridine is subsequently removed by distillation and the oily residue is stirred in ice/water. The product is extracted with methylene chloride and the extract is dried over sodium sulfate and the solvent removed by evaporation, affording 438 g (98% of theory) of 1-(4-chlorophenyl)-1-hydroximino-2,2,2-trifluoroethane in the form of an oil.
  • 57
  • [ 321-37-9 ]
  • [ 951655-24-6 ]
YieldReaction ConditionsOperation in experiment
83% Synthesis of intermediate F; <strong>[321-37-9]4'-Chloro-2,2,2-trifluoroacetophenone</strong> (5g, 24mmol) was dissolved in H2SO4conc (15 ml) and cooled to O0C. KNO3 (6,05g, 60 mmol) was added portionwise and the temperature kept below 50C. The reaction mixture was stirred at 1O0C for 5h and then poured into ice/H2O. The water was treated with NH3aq and extracted with EtOAc, dried with MgSO4 and subsequently evaporated in vacuo to 6.8 g of a brown oil. The product turned out to be the hydrate of the ketone and this was purified by column chromathography (Pet. Ether/EtOAC 3:1 ) to give F (5.4 g, 83%) as a yellowish oil. NMR showed only the hydrated form.
  • 58
  • [ 1013-88-3 ]
  • [ 75-61-6 ]
  • [ 321-37-9 ]
  • [ 1013084-71-3 ]
  • 59
  • [ 81290-20-2 ]
  • [ 122-01-0 ]
  • [ 321-37-9 ]
  • 60
  • [ 321-37-9 ]
  • [ 500719-87-9 ]
  • (Z)-5-(2,2,2-trifluoroethylidene)-2,4-bis(p-chlorophenyl)-2,4-bis(trifluoromethyl)-1,3-dioxolane [ No CAS ]
  • (Z)-5-(2,2,2-trifluoroethylidene)-2,4-bis(p-chlorophenyl)-2,4-bis(trifluoromethyl)-1,3-dioxolane [ No CAS ]
  • 61
  • [ 321-37-9 ]
  • [ 557-20-0 ]
  • [ 1050445-47-0 ]
  • 62
  • dimethyl [3-(indolin-1-ylimino)-2-oxobutyl]phosphonate [ No CAS ]
  • [ 321-37-9 ]
  • 5-(4-chlorophenyl)-6,6,6-trifluoro-2-(indolin-1-ylimino)hex-4-en-3-one [ No CAS ]
  • 63
  • [ 75-52-5 ]
  • [ 321-37-9 ]
  • [ 1079392-73-6 ]
  • 64
  • [ 14371-10-9 ]
  • [ 321-37-9 ]
  • 5-(4-chlorophenyl)-5-(trifluoromethyl)-dihydro-4-phenylfuran-2(3H)-one [ No CAS ]
  • 5-(4-chlorophenyl)-5-(trifluoromethyl)-dihydro-4-phenylfuran-2(3H)-one [ No CAS ]
  • 65
  • [ 109-97-7 ]
  • [ 321-37-9 ]
  • [ 1096375-85-7 ]
  • (S)-1-(4-chlorophenyl)-2,2,2-trifluoro-1-(1H-pyrrol-2-yl)ethanol [ No CAS ]
  • 66
  • [ 109-97-7 ]
  • [ 321-37-9 ]
  • 1-(4-chlorophenyl)-2,2,2-trifluoro-1-(1H-pyrrol-2-yl)ethanol [ No CAS ]
  • 67
  • [ 1013-88-3 ]
  • [ 75-61-6 ]
  • [ 321-37-9 ]
  • [ 119-61-9 ]
  • [ 1013084-71-3 ]
  • 68
  • [ 120-72-9 ]
  • [ 321-37-9 ]
  • [ 1150560-97-6 ]
YieldReaction ConditionsOperation in experiment
93% With caesium carbonate; In acetonitrile; at 20℃; for 3h; General procedure: A 4 mL vial was charged with indole or its derivative (1 mmol) and cesium carbonate (0.1 mmol), then 1-cyclopropyl-2,2,2-trifluoroethanone (1 mmol) and MeCN (0.5 mL) was added rapidly. The reaction mixture was stirred at room temperature for appropriate time. The completeness of the reaction was monitored by TLC. When the reaction was completed, the reaction mixture was filtered to remove cesium carbonate and then purified by column chromatography on silica gel to afford the desire product.
  • 69
  • [ 666746-27-6 ]
  • [ 321-37-9 ]
  • [ 849370-56-5 ]
YieldReaction ConditionsOperation in experiment
Step 1; Preparation of t-butyl 4-[1-(4-chlorophenyl)-2,2,2-trifluoro-1-hydroxyethyl]-2-methylcarbanilate; Under nitrogen atmosphere, to 40 ml of a t-butylmethylether solution containing 3.0 g of t-butyl 4-iodo-2-methylcarbanilate was added dropwise 12.5 ml of n-butyl lithium (1.58M hexane solution) at -50C under stirring, and after completion of the dropwise addition, the temperature of the mixture was raised to 0C, and the mixture was stirred for further 30 minutes. Then, the reaction mixture was cooled to -78C, 1.88 g of <strong>[321-37-9]4'-chloro-2,2,2-trifluoroacetophenone</strong> was added to the mixture, the temperature of the mixture was gradually raised to 0C, and stirring was continued at the same temperature for further 30 minutes. After completion of the reaction, to the reaction mixture was added 100 ml of a saturated aqueous ammonium chloride solution, the organic layer was collected by separation, and the aqueous layer was extracted with 100 ml of ethyl acetate. The organic layers were combined, dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue was purified by silica gel chromatography eluting with ethyl acetate-hexane (1:9 to 2:3) to obtain 2.96 g of the objective product as colorless transparent oily substance. 1H NMR (CDCl3, Me4Si, 300MHz) delta 7.86 (d, J=8.7Hz, 1H), 7.40 (d, J=8.4Hz, 2H), 7.15-7.35 (m, 4H), 6.30 (bs, 1H), 2.93 (s, 1H), 2.22 (s, 3H), 1.52 (s, 9H).
  • 70
  • [ 120-72-9 ]
  • [ 321-37-9 ]
  • [ 1160936-95-7 ]
  • 71
  • ethyl(p-chlorophenyl)ketene [ No CAS ]
  • [ 321-37-9 ]
  • [ 1186533-32-3 ]
  • 3,4-bis(4-chlorophenyl)-3-ethyl-4-(trifluoromethyl)oxetan-2-one [ No CAS ]
  • 72
  • ethyl(p-chlorophenyl)ketene [ No CAS ]
  • [ 321-37-9 ]
  • 3,4-bis(4-chlorophenyl)-3-ethyl-4-(trifluoromethyl)oxetan-2-one [ No CAS ]
  • 73
  • ethyl(4-methoxyphenyl)ketene [ No CAS ]
  • [ 321-37-9 ]
  • [ 1186533-31-2 ]
  • 4-(4-chlorophenyl)-3-ethyl-3-(4-methoxyphenyl)-4-(trifluoromethyl)oxetan-2-one [ No CAS ]
  • 74
  • ethyl(4-methoxyphenyl)ketene [ No CAS ]
  • [ 321-37-9 ]
  • 4-(4-chlorophenyl)-3-ethyl-3-(4-methoxyphenyl)-4-(trifluoromethyl)oxetan-2-one [ No CAS ]
  • 75
  • ethyl(4-bromophenyl)ketene [ No CAS ]
  • [ 321-37-9 ]
  • [ 1186533-33-4 ]
  • 3-(4-bromophenyl)-4-(4-chlorophenyl)-3-ethyl-4-(trifluoromethyl)oxetan-2-one [ No CAS ]
  • 76
  • ethyl(4-bromophenyl)ketene [ No CAS ]
  • [ 321-37-9 ]
  • 3-(4-bromophenyl)-4-(4-chlorophenyl)-3-ethyl-4-(trifluoromethyl)oxetan-2-one [ No CAS ]
  • 77
  • [ 1092492-00-6 ]
  • [ 321-37-9 ]
  • [ 1186533-30-1 ]
  • 4-(4-chlorophenyl)-3-ethyl-3-p-tolyl-4-(trifluoromethyl)oxetan-2-one [ No CAS ]
  • 78
  • [ 1092492-00-6 ]
  • [ 321-37-9 ]
  • 4-(4-chlorophenyl)-3-ethyl-3-p-tolyl-4-(trifluoromethyl)oxetan-2-one [ No CAS ]
  • 79
  • [ 20452-67-9 ]
  • [ 321-37-9 ]
  • [ 1186533-29-8 ]
  • 4-(4-chlorophenyl)-3-ethyl-3-phenyl-4-(trifluoromethyl)oxetan-2-one [ No CAS ]
  • 80
  • [ 20452-67-9 ]
  • [ 321-37-9 ]
  • 4-(4-chlorophenyl)-3-ethyl-3-phenyl-4-(trifluoromethyl)oxetan-2-one [ No CAS ]
  • 81
  • [ 321-37-9 ]
  • [ 57768-76-0 ]
  • [ 1186533-35-6 ]
  • 4-(4-chlorophenyl)-3-phenyl-3-propyl-4-(trifluoromethyl)oxetan-2-one [ No CAS ]
  • 82
  • [ 321-37-9 ]
  • [ 64498-08-4 ]
  • [ 1186533-36-7 ]
  • 3-butyl-4-(4-chlorophenyl)-3-phenyl-4-(trifluoromethyl)oxetan-2-one [ No CAS ]
  • 83
  • [ 321-37-9 ]
  • [ 134419-97-9 ]
  • [ 1186533-34-5 ]
  • 4-(4-chlorophenyl)-3-methyl-3-p-tolyl-4-(trifluoromethyl)oxetan-2-one [ No CAS ]
  • 84
  • [ 321-37-9 ]
  • [ 134419-97-9 ]
  • 4-(4-chlorophenyl)-3-methyl-3-p-tolyl-4-(trifluoromethyl)oxetan-2-one [ No CAS ]
  • 85
  • [ 321-37-9 ]
  • [ 10365-98-7 ]
  • [ 1204199-56-3 ]
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Trifluoromethyls

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