2,2,2-trifluoro-N-(4-hydroxyphenyl)acetamide

• ChemBase ID: 179030
• Molecular Formular: C8H6F3NO2
• Molecular Mass: 205.1339496
• Monoisotopic Mass: 205.0350631
• SMILES: c1c(ccc(c1)NC(=O)C(F)(F)F)O
• Canonical SMILES: O=C(C(F)(F)F)Nc1ccc(cc1)O
• InChI: InChI=1S/C8H6F3NO2/c9-8(10,11)7(14)12-5-1-3-6(13)4-2-5/h1-4,13H,(H,12,14)
• InChIKey: IKQORWCSZJKSFE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,2,2-trifluoro-N-(4-hydroxyphenyl)acetamide
• IUPAC Traditional name: 2,2,2-trifluoro-N-(4-hydroxyphenyl)acetamide
• Synonyms: 2,2,2-Trifluoro-N-(4-hydroxyphenyl)acetamide; 4-(Trifluoroacetamido)phenol; 4-[(Trifluoroacetyl)amino]phenol; NSC 270273; 4-N-Trifluoroacetamidophenol

Database IDs

• CAS Number: 2709-93-5
• PubChem SID: 164234940
• PubChem CID: 320996

CALCULATED PROPERTIES

• Acid pKa: 9.347079
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.039658
• LogD (pH = 7.4): 2.034874
• Log P: 2.0397196
• Molar Refractivity: 43.9121 cm^3
• Polarizability: 15.377281 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate; Methanol
• Apperance: White with Light Pink Cast Crystalline Solid
• Melting Point: 169-170°C

DETAILS

Toronto Research Chemicals - T785000

4-Trifluoroacetamidophenol is used to prepare reducing oligosaccharides for linkage to proteins or solid matrices which can be useful as antigens or as affinity chromatography ligands.

REFERENCES

• Barnard, S., et al.: J. Pharm. Pharmacol., 45, 736 (1993)