50667-69-1

Basic information

• Product Name: N-(HYDROXYMETHYL)TRIFLUOROACETAMIDE
• Synonyms: N-(HYDROXYMETHYL)TRIFLUOROACETAMIDE;Trifluoroacetamidomethanol;N-(Hydroxymethyl)trifluoroacetamide, 98+%;N-(Hydroxymethyl)-2,2,2-trifluoroacetamide;N-(Hydroxymethyl)-2,2,2-trifluoroacetamide, (Trifluoroacetamido)methanol;2,2,2-Trifluoro-N-(hydroxymethyl)
• CAS NO: 50667-69-1
• Molecular Formula: C₃H₄F₃NO₂
• Molecular Weight: 143.06
• EINECS: 256-698-4
• Mol File: 50667-69-1.mol
• Article Data: 4

Chemical Properties

• Melting Point: 102-103°C
• Boiling Point: 237℃
• Flash Point: 97℃
• Appearance: /
• Density: 1.461
• Vapor Pressure: 0.00846mmHg at 25°C
• Refractive Index: 1.359
• Storage Temp.: 2-8°C
• PKA: 9.79±0.46(Predicted)
• Sensitive: Hygroscopic
• BRN: 1859914
• CAS DataBase Reference: N-(HYDROXYMETHYL)TRIFLUOROACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(HYDROXYMETHYL)TRIFLUOROACETAMIDE(50667-69-1)
• EPA Substance Registry System: N-(HYDROXYMETHYL)TRIFLUOROACETAMIDE(50667-69-1)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 50667-69-1(Hazardous Substances Data)

Usage

Uses

2,2,2-Trifluoro-N-(hydroxymethyl)acetamide is used in a process for the preparation of chlorooxotrifluoromethylphenyldihydrotriazolylbenzylpivalamide polymorphs for use as mPGES-1 inhibitors.

InChI:InChI=1/C3H4F3NO2/c4-3(5,6)2(9)7-1-8/h8H,1H2,(H,7,9)

Upstream product

• 50-00-0 formaldehyd 
• 354-38-1 2,2,2-trifluoroacetamide 
• 176504-61-3 N,N'-bis(trifluoroacetyl)methanediamine 

Downstream Products

• 185455-02-1 2,2,2-Trifluoro-N-{2-methoxy-5-nitro-3-[(2,2,2-trifluoro-acetylamino)-methyl]-benzyl}-acetamide 
• 17228-90-9 bis(2,5-dimethoxy-3,4,6-trimethylphenyl)methane 
• 864514-98-7 N-[(2,5-dimethoxy-3,4,6-trimethylphenyl)methyl]-2,2,2-trifluoroacetamide 
• 717122-44-6 N-[(4-chloro-2,5-dimethoxy-3,6-dimethylphenyl)methyl]-2,2,2-trifluoroacetamide 
• 717122-46-8 N-[(6-chloro-2,5-dimethoxy-3,4-dimethylphenyl)methyl]-2,2,2-trifluoroacetamide 
• 717122-45-7 N-[(3-chloro-2,5-dimethoxy-4,6-dimethylphenyl)methyl]-2,2,2-trifluoroacetamide 
• 864515-01-5 N-[(2,5-dimethoxy-4,6-dimethylphenyl)methyl]-2,2,2-trifluoroacetamide 
• 1449737-66-9 2-chloro-4-fluoro-5-((2,2,2-trifluoroacetamido)methyl)benzoic acid 
• 1449737-67-0 2-chloro-4-fluoro-3-((2,2,2-trifluoroacetamido)methyl)benzoic acid 
• 1294552-12-7 3-aminomethyl-2-chloro-6-methylbenzoic acid 
• 1294552-13-8 3-aminomethyl-2-methyl-6-chlorobenzoic acid 
• 1427158-48-2 methyl 2-chloro-6-methyl-3-(pivalamidomethyl)benzoate 
• 1427158-49-3 methyl 6-chloro-2-methyl-3-(pivalamidomethyl)benzoate 

Relevant articles and documents

Reactions of trifluoromethanesulfonamide with amides and paraformaldehyde

Two- and three-component condensations of paraformaldehyde with trifluoromethanesulfonamide, acetamide, trifluoroacetamide, 1H-benzotriazole, methanesulfonamide, and malonamide were studied. N-Hydroxymethyl derivatives of trifluoroacetamide and 1H-benzotriazole reacted with trifluoromethanesulfonamide to give N-(trifluoroacetylaminomethyl)- and N-(1H-benzotriazol-1-ylmethyl)- substituted derivatives of tri-fluoromethanesulfonamide, as well as N,N'-methylenebis(trifluoromethylsulfonamide) and N-(trifluoromethyl- sulfonylaminomethyl)trifluoroacetamide as transamination products. Three-component condensation of trifluoromethanesulfonamide with paraformaldehyde and methanesulfonamide led to the formation of 1-methylsulfonyl-3,5-bis(trifluoromethylsulfonyl)hexahydro-1,3,5-triazine, and the reaction of trifluoromethanesulfonamide with paraformaldehyde and malonamide gave 4,10-bis(trifluoromethylsulfonyl)-2,4,8,10-tetraazaspiro-[5.5]undecane-1, 7-dione whose structure was proved by X-ray analysis.

An efficient one-pot four-segment condensation method for protein chemical synthesis

Successive peptide ligation using a one-pot method can improve the efficiency of protein chemical synthesis. Although one-pot three-segment ligation has enjoyed widespread application, a robust method for one-pot four-segment ligation had to date remained undeveloped. Herein we report a new one-pot multisegment peptide ligation method that can be used to condense up to four segments with operational simplicity and high efficiency. Its practicality is demonstrated by the one-pot four-segment synthesis of a plant protein, crambin, and a human chemokine, hCCL21. Pick up a peptide: Tfacm-protected cysteine is readily activated by pH adjustment, enabling the development of a highly efficient one-pot four-segment ligation method. Two proteins, crambin and the chemokine hCCL21, are prepared using this rapid and high-yielding synthetic route.