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Trifluoroacetamide

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Trifluoroacetamide Basic information

Product Name:
Trifluoroacetamide
Synonyms:
  • Three fluoroacetaMide
  • 2,2,2-TRIFLUOROACETAMIDE
  • TRIFLUOROACETAMIDE
  • TRIFLUOROACETIC ACID AMIDE
  • 2,2,2-trifluoro-acetamid
  • CF3CONH2
  • Triflouroacetamide
  • TRIFLUOROACETAMIDE 98%
CAS:
354-38-1
MF:
C2H2F3NO
MW:
113.04
EINECS:
206-559-9
Product Categories:
  • Amides
  • Carbonyl Compounds
  • Organic Building Blocks
  • top
  • bc0001
Mol File:
354-38-1.mol
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Trifluoroacetamide Chemical Properties

Melting point:
65-70 °C (lit.)
Boiling point:
162.5 °C (lit.)
Density 
1.4176 (estimate)
Flash point:
162-164°C
storage temp. 
Store below +30°C.
solubility 
460 g/L (20°C)
pka
12.33±0.50(Predicted)
form 
Crystalline Powder or Crystals
color 
White to pale yellow or beige
PH
3.6 (460g/l, H2O, 23℃)
Water Solubility 
460 g/L (20 ºC)
BRN 
1753625
InChIKey
NRKYWOKHZRQRJR-UHFFFAOYSA-N
LogP
0.725 at 23℃ and pH4.83
Dissociation constant
0 at 23℃
CAS DataBase Reference
354-38-1(CAS DataBase Reference)
NIST Chemistry Reference
Acetamide, 2,2,2-trifluoro-(354-38-1)
EPA Substance Registry System
Acetamide, 2,2,2-trifluoro- (354-38-1)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39
RIDADR 
1759
WGK Germany 
3
Hazard Note 
Harmful/Irritant
TSCA 
T
HazardClass 
8
PackingGroup 
III
HS Code 
29241900

MSDS

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Trifluoroacetamide Usage And Synthesis

Chemical Properties

white to pale yellow or beige crystalline powder

Uses

2,2,2-Trifluoroacetamide used in a convenient alternative to the Gabriel synthesis of primary amines from halides by N-alkylation followed by cleavage of the readily-hydrolyzed trifluoroacetyl group and for improved N-alkylation under phase-transfer conditions allowing successive alkylation with different alkyl groups.

Application

Trifluoroacetamide was used as probe for determination of membrane potential and extra/intracellular volume of erythrocytes by fluorine-19 NMR studies.

Preparation

One-pot synthetic approach to produce trifluoroacetamide has been developed using an electrochemical method with the B12 complex as a catalyst under mild conditions, in open air at room temperature. Thirty examples of trifluoroacetamide were synthesized from 1,1,1-trichloro-2,2,2-trifluoroethane (CFC-113a) in moderate to good yields. This user-friendly strategy is compatible with a broad range of trifluoroacetamide syntheses.
10.1142/S1088424621500292

General Description

Trifluoroacetamide is a good quencher of tryptophan fluorescence.

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