2,2,2-trifluoro-N-(hydroxymethyl)acetamide

• ChemBase ID: 287378
• Molecular Formular: C3H4F3NO2
• Molecular Mass: 143.0645696
• Monoisotopic Mass: 143.01941303
• SMILES: O=C(NCO)C(F)(F)F
• Canonical SMILES: OCNC(=O)C(F)(F)F
• InChI: InChI=1S/C3H4F3NO2/c4-3(5,6)2(9)7-1-8/h8H,1H2,(H,7,9)
• InChIKey: URUWXKFAEKTWKG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,2,2-trifluoro-N-(hydroxymethyl)acetamide
• IUPAC Traditional name: 2,2,2-trifluoro-N-(hydroxymethyl)acetamide
• Synonyms: 2,2,2-Trifluoro-N-(hydroxymethyl)acetamide; Trifluoroacetamidomethanol; N-(Hydroxymethyl)trifluoroacetamide; N-(羟甲基)三氟乙酰胺

Database IDs

• CAS Number: 50667-69-1
• EC Number: 256-698-4
• MDL Number: MFCD00014416
• Beilstein Number: 1859914
• PubChem SID: 180672909
• PubChem CID: 3084931

CALCULATED PROPERTIES

• Acid pKa: 4.159114
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -1.0704737
• LogD (pH = 7.4): -1.1952971
• Log P: -0.25428468
• Molar Refractivity: 21.4746 cm^3
• Polarizability: 8.147989 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 99-103°C

Safety Information

• Storage Warning: Hygroscopic
• European Hazard Symbols: Irritant (Xi)
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 95+%; 98+%

REFERENCES

• Reagent for the amidomethylation of aromatics. For reviews, see: Org. React., 14, 52 (1965); Synthesis, 49 (1970); 85, 181 (1984).