trifluoroacetamide

• ChemBase ID: 8126
• Molecular Formular: C2H2F3NO
• Molecular Mass: 113.0385896
• Monoisotopic Mass: 113.00884835
• SMILES: C(=O)(C(F)(F)F)N
• Canonical SMILES: NC(=O)C(F)(F)F
• InChI: InChI=1S/C2H2F3NO/c3-2(4,5)1(6)7/h(H2,6,7)
• InChIKey: NRKYWOKHZRQRJR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: trifluoroacetamide
• IUPAC Traditional name: trifluoroacetamide
• Synonyms: Trifluoroacetamide 98+%; Trifluoroacetamide; TRIFLUOROACETAMIDE; 2,2,2-Trifluoroacetamide; 2,2,2-Trifluoroacetamide; 三氟乙酰胺; 2,2,2-三氟乙酰胺

Database IDs

• CAS Number: 354-38-1
• EC Number: 206-559-9
• MDL Number: MFCD00008008
• Beilstein Number: 1753625
• PubChem SID: 160971433; 24848677; 24889515
• PubChem CID: 67717

CALCULATED PROPERTIES

• Acid pKa: 5.5083613
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 0.2610046
• LogD (pH = 7.4): 0.37649268
• Log P: 0.10204031
• Molar Refractivity: 15.4761 cm^3
• Polarizability: 5.7068906 Å^3
• Polar Surface Area: 43.09 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 65-70 °C(lit.); 65-75°C; 70 - 75°C; 70-75°C; 70-75°C
• Boiling Point: 162.5 °C(lit.); 162.5°C; 162-164°C; 162-164°C
• Hydrophobicity(logP): -0.0050

Safety Information

• Storage Warning: Irritant; IRRITANT, IRRITANT-HARMFUL
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: true; 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥97.0% (N); 95%; 97%
• Grade: purum
• Linear Formula: CF3CONH2

DETAILS

MP Biomedicals - 05219308

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 144657

Packaging
25, 100 g in glass bottle

Sigma Aldrich - 91672

Other Notes
Reagent for the synthesis of primary amines from halogenides or mesylates1

REFERENCES

• Has been 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: Synthesis, 941 (1984). For improved N-alkylation under phase-transfer conditions allowing successive alkylation with different alkyl groups, see: Synth. Commun., 18, 791 (1988). The method has been further extended by the use of ɑ-bromo esters to provide a high yielding route to ɑ-amino acids: J. Org. Chem., 56, 420 (1991):