3,3,3-Trifluoro-2-hydroxy-2-methylpropanoic acid

Base Information

• Chemical Name: 3,3,3-Trifluoro-2-hydroxy-2-methylpropanoic acid
• CAS No.: 374-35-6
• Molecular Formula: C4H5 F3 O3
• Molecular Weight: 158.077
• Hs Code.: 2918199090
• European Community (EC) Number: 609-428-8,670-543-1
• DSSTox Substance ID: DTXSID70921475
• Nikkaji Number: J1.586.287D
• Mol file: 374-35-6.mol

Synonyms:374-35-6;3,3,3-trifluoro-2-hydroxy-2-methylpropanoic acid;2-(Trifluoromethyl)-2-hydroxypropionic acid;114715-77-4;2-Hydroxy-2-(trifluoromethyl)propionic Acid;3,3,3-Trifluoro-2-hydroxy-2-methylpropionic Acid;Propanoic acid, 3,3,3-trifluoro-2-hydroxy-2-methyl-;2-(Trifluoromethyl)-DL-lactic acid;MFCD00190646;2-Hydroxy-2-methyl-3,3,3-trifluoropropionic acid;3,3,3-trifluoro-2-hydroxy-2-methyl-propionic acid;Propanoic acid,3,3,3-trifluoro-2-hydroxy-2-methyl-;SCHEMBL568925;alpha-trifluoromethyl lactic acid;DTXSID70921475;AKOS005063610;2-hydroxy-2-trifluoromethylpropionic acid;AS-49766;SY025239;SY103950;SY112304;2-hydroxy-2-trifluoromethyl propionic acid;3,3,3-Trifluoro-2-hydroxyisobutyric Acid;trifluoro-2-hydroxy-2-methylpropionic acid;2-hydroxy-2-(trifloromethyl)propionic acid;2-Hydroxy-2-(trifluoromethyl)propanoic acid;CS-0121382;FT-0612525;FT-0628496;FT-0649068;FT-0676382;T1902;EN300-159633;N10406;3,3,3-trifluoro-2-hydroxy-2-methylpropanoicacid;3,3,3-trifluoro-hydroxy-2-methylpropanoic acid;3,3,3-trifluoro2-hydroxy-2-methylpropanoic acid;3,3,3-trifiuoro-2-hydroxy-2-methylpropanoic acid;A803219;A874115;3,3,3-trifluoro-2- hydroxy-2-methylpropanoic acid;3,3,3-trifluoro-2-hydroxy-2-methyl propanoic acid;J-522663;(R)-3,3,3Trifluoro-2-hydroxy-2-methylpropionicacid;2-Hydroxy-2-(trifluoromethyl)propionic acid, AldrichCPR;(r/s)-2-hydroxy-2-methyl-3,3,3-trifluoropropanoic acid;3,3,3-tris(fluoranyl)-2-methyl-2-oxidanyl-propanoic acid;racemic 3,3,3-trifluoro-2-hydroxy-2-methylpropionic acid

Chemical Property of 3,3,3-Trifluoro-2-hydroxy-2-methylpropanoic acid

Chemical Property:

• Melting Point: 110°C
• Boiling Point: 189 °C
• PKA: 2.46±0.22(Predicted)
• Flash Point: 103.4°C
• PSA: 57.53000
• Density: 1.532g/cm³
• LogP: 0.38430
• Storage Temp.: Refrigerator
• Water Solubility.: almost transparency
• 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:

98% ^*data from raw suppliers

2-(Trifluoromethyl)-2-hydroxypropionicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)O)(C(F)(F)F)O

Technology Process of 3,3,3-Trifluoro-2-hydroxy-2-methylpropanoic acid

There total 14 articles about 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: 100.0%

α-methoxy-α-trifluoromethylpropionic acid (56135-02-5) → 3,3,3-trifluoro-2-hydroxy-2-methylpropionic acid (374-35-6)

Guidance literature:

With hydrogen bromide; at 110 ℃; for 12h;

DOI:10.1016/j.jfluchem.2003.11.030

Reference yield: 89.0%

ethyl 2-acetoxy-2-(trifluoromethyl)propionate (10041-92-6) → 3,3,3-trifluoro-2-hydroxy-2-methylpropionic acid (374-35-6)

Guidance literature:

With water; sodium hydroxide; In chloroform; for 4h; Reflux;

Reference yield: 89.0%

3,3,3-trifluoro-2-methoxy-2-methyl methyl propionate (857934-65-7) → 3,3,3-trifluoro-2-hydroxy-2-methylpropionic acid (374-35-6)

Guidance literature:

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

DOI:10.1016/j.jfluchem.2009.11.015

upstream raw materials:

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

1,1,1-trifluoropropan-2-one cyanohydrine

Downstream raw materials:

(R)-3,3,3-trifluoro-2-hydroxy-2-methylpropionic acid

(S)-2-trifluoromethyllactic acid

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

N-(4-phenyl-thio-3-cyanophenyl)-3,3,3,-trifluoro-2-hydroxy-2-methylpropanamide

Refernces

• 1、 -. "Method for synthesizing 2-hydroxy-2-(fluoro-containing methyl) propionic acid". Paragraph 0017. . Retrieved 2018/10/19.
• 2、 Fuhshuku, Ken-Ichi,Watanabe, Shunsuke,Nishii, Tetsuro,Ishii, Akihiro,Asano, Yasuhisa. "Efficient preparation of both enantiomers of 3,3,3-trifluoro-2-hydroxy-2- methylpropanoic acid catalyzed by Shinella sp. R-6 and Arthrobacter sp. S-2". . p. 115 - 119. Retrieved 2014/03/21.