(S)-3,3,3-Trifluoro-2-hydroxy-2-methylpropanoic acid

Base Information

• Chemical Name: (S)-3,3,3-Trifluoro-2-hydroxy-2-methylpropanoic acid
• CAS No.: 24435-45-8
• Molecular Formula: C4H5F3O3
• Molecular Weight: 158.077
• Hs Code.: 2918199090
• European Community (EC) Number: 671-271-6
• DSSTox Substance ID: DTXSID60427057
• Nikkaji Number: J1.092.117A
• Wikidata: Q72511158
• Mol file: 24435-45-8.mol

Synonyms:24435-45-8;(S)-3,3,3-Trifluoro-2-hydroxy-2-methylpropanoic acid;(S)-3,3,3-Trifluoro-2-hydroxy-2-methylpropionic Acid;(2S)-3,3,3-trifluoro-2-hydroxy-2-methylpropanoic acid;Propanoic acid, 3,3,3-trifluoro-2-hydroxy-2-methyl-, (2S)-;MFCD07375449;(S)-2-Hydroxy-2-(trifluoromethyl)propionic Acid;(S)-3,3,3-Trifluoro-2-hydroxyisobutyric Acid;SCHEMBL568924;DTXSID60427057;AKOS005063415;AKOS006239564;(S)-alpha-(Trifluoromethyl)lactic acid;CS-W010905;SB44539;DS-12417;AM20130006;T1901;(s)-2-hydroxy-2-trifluoro-methylpropionic acid;N10496;EN300-2008849;A817303;(S)-3,3,3-Trifluoro-2-hydroxy-2-methylpropanoicacid;(S)-3,3,3-trifluoro-2-hydroxy-2-methyl-propionic acid;(2S)-3,3,3-trifluoro-2-hydroxy-2-methyl-propanoic acid;Propanoic acid, 3,3,3-trifluoro-2-hydroxy-2-methyl-, (2S);(S)-3,3,3-trifluoro-2-hydroxy-2-methylpropionic acid, AldrichCPR

Chemical Property of (S)-3,3,3-Trifluoro-2-hydroxy-2-methylpropanoic acid

Chemical Property:

• Vapor Pressure: 0.0042mmHg at 25°C
• Melting Point: 110 °C
• Refractive Index: -16.5 ° (C=5, H2O)
• Boiling Point: 247.367 °C at 760 mmHg
• PKA: 2.46±0.22(Predicted)
• Flash Point: 103.404 °C
• PSA: 57.53000
• Density: 1.533 g/cm³
• LogP: 0.38430
• Storage Temp.: Refrigerator
• Water Solubility.: Soluble in water
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 158.01907850
• Heavy Atom Count: 10
• Complexity: 152

Purity/Quality:

99% ^*data from raw suppliers

(S)-3,3,3-Trifluoro-2-hydroxy-2-methylpropionic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)O)(C(F)(F)F)O
• Isomeric SMILES: C[C@](C(=O)O)(C(F)(F)F)O

Technology Process of (S)-3,3,3-Trifluoro-2-hydroxy-2-methylpropanoic acid

There total 15 articles about (S)-3,3,3-Trifluoro-2-hydroxy-2-methylpropanoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

C13H16F3NO2 (857934-67-9) → (S)-2-trifluoromethyllactic acid (24435-45-8)

Guidance literature:

With water; hydrogen bromide; at 115 ℃; for 24h;

DOI:10.1016/j.jfluchem.2009.11.015

Reference yield: 84.0%

(R)-2-cyano-1,1,1-trifluoroprop-2-yl butyrate → (R)-3,3,3-trifluoro-2-hydroxy-2-methylpropionic acid (374-35-6,24435-45-8,114715-77-4,44864-47-3)

Guidance literature:

With hydrogenchloride; for 8h; Heating;

DOI:10.1016/S0957-4166(99)00017-8

Reference yield: 50.0%

(R,S)-3,3,3-trifluoro-2-hydroxy-2-methylpropionamide (114645-34-0) → (S)-2-trifluoromethyllactic acid (24435-45-8) + (R)-3,3,3-trifluoro-2-hydroxy-2-methylpropanamide

Guidance literature:

With recombinant S-amidase with the C-His₆-tag from E_. coli transformants; In aq. buffer; at 30 ℃; for 12h; pH=8.5; pH-value; Reagent/catalyst; enantioselective reaction; Resolution of racemate; Enzymatic reaction;

DOI:10.1080/09168451.2015.1038216

upstream raw materials:

3,3,3-trifluoro-2-hydroxy-2-methylpropionic acid

2-hydroxy-2-methyl-3,3,3-trifluoropropionic acid methyl ester

(R)-2,3-epoxy-2-(trifluoromethyl)propionic acid

(R,S)-3,3,3-trifluoro-2-hydroxy-2-methylpropionamide

Downstream raw materials:

(R)-N-(2-Chlorophenyl)-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide

N-cyclohexyl-3,3,3-trifluoro-2-hydroxy-2-methyl-propionamide

Refernces

• 1、 Fuhshuku, Ken-Ichi,Watanabe, Shunsuke,Nishii, Tetsuro,Ishii, Akihiro,Asano, Yasuhisa. "A novel S-enantioselective amidase acting on 3,3,3-trifluoro-2-hydroxy-2-methylpropanamide from Arthrobacter sp. S-2". . p. 1587 - 1596. Retrieved 2015.
• 2、 Albrecht, Merwe,Soloshonok, Vadim A.,Schrader, Lena,Yasumoto, Manabu,Suhm, Martin A.. "Chirality-dependent sublimation of α-(trifluoromethyl)-lactic acid: Relative vapor pressures of racemic, eutectic, and enantiomerically pure forms, and vibrational spectroscopy of isolated (S,S) and (S,R) dimers". experimental part. p. 495 - 504. Retrieved 2010/05/17.