3,3,3-Trifluoro-2-hydroxy-2-methylpropanamide

Base Information

• Chemical Name: 3,3,3-Trifluoro-2-hydroxy-2-methylpropanamide
• CAS No.: 114645-34-0
• Molecular Formula: C₄H₆F₃NO₂
• Molecular Weight: 157.092
• Hs Code.: 2924190090
• DSSTox Substance ID: DTXSID00550277
• Nikkaji Number: J2.000.370G
• Mol file: 114645-34-0.mol

Synonyms:3,3,3-trifluoro-2-hydroxy-2-methylpropanamide;114645-34-0;Propanamide, 3,3,3-trifluoro-2-hydroxy-2-methyl-;PropanaMide, 3,3,3-trifluoro-2-hydroxy-2-Methyl-, (+/-)-;SCHEMBL2889294;DTXSID00550277;AKOS026736783;2-hydroxy-2-methyl-3,3,3-trifluoropropionamide;2-hydroxy-2-methyl-3,3,3-tri-fluoropropionamide

Chemical Property of 3,3,3-Trifluoro-2-hydroxy-2-methylpropanamide

Chemical Property:

• Melting Point: 142 °C
• Boiling Point: 267.0±40.0 °C(Predicted)
• PKA: 10.63±0.29(Predicted)
• PSA: 64.31000
• Density: 1.437±0.06 g/cm3(Predicted)
• LogP: 0.93470
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 157.03506292
• Heavy Atom Count: 10
• Complexity: 155

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3,3,3-Trifluoro-2-hydroxy-2-methylpropanamide

There total 2 articles about 3,3,3-Trifluoro-2-hydroxy-2-methylpropanamide 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: 95.0%

2-hydroxy-2-methyl-3,3,3-trifluoropropionic acid methyl ester (337-16-6) → (R,S)-3,3,3-trifluoro-2-hydroxy-2-methylpropionamide (114645-34-0)

Guidance literature:

With ammonia; at 50 - 60 ℃; for 10h; sealed tube;

Reference yield:

1,1,1-trifluoropropan-2-one cyanohydrine (335-08-0) → (R,S)-3,3,3-trifluoro-2-hydroxy-2-methylpropionamide (114645-34-0)

Guidance literature:

With sulfuric acid; und anschliessenden Behandeln mit Wasser;

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:

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

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

Downstream raw materials:

N-(2-chloro-4-nitrophenyl)-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide

2-hydroxy-2-methyl-N-(2-methyl-4-nitrophenyl)-3,3,3-trifluoropropanamide

N-(4-cyano-2-methylphenyl)-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide

N-(4-cyano-2-trifluoromethylphenyl)-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide

Refernces

• 1、 Shaw, Nicholas M.,Brieden, Walter,De Riedmatten, Patricia,Roduit, Jean-Paul,Zimmermann, Bertin,Neumueller, Roman,Naughton, Andrew,Robins, Karen,Tinschert, Andreas,Schmid, Evelyne,Hischier, Marie-Louise,Venetz, Veronika,Werlen, Josef,Zimmermann, Thomas. "Selection, purification, characterisation, and cloning of a novel heat-stable stereo-specific amidase from Klebsiella oxytoca, and its application in the synthesis of enantiomerically pure (R)- and (S)-3,3,3-trifluoro-2-hydroxy-2-methylpropionic acids and (S)-3,3,3-trifluoro-2-hydroxy-2-methylpropionamide". . p. 497 - 504. Retrieved 2002.