4-(trifluoroacetamido)benzoic acid

• ChemBase ID: 34299
• Molecular Formular: C9H6F3NO3
• Molecular Mass: 233.1440496
• Monoisotopic Mass: 233.02997772
• SMILES: c1(ccc(cc1)C(=O)O)NC(=O)C(F)(F)F
• Canonical SMILES: O=C(C(F)(F)F)Nc1ccc(cc1)C(=O)O
• InChI: InChI=1S/C9H6F3NO3/c10-9(11,12)8(16)13-6-3-1-5(2-4-6)7(14)15/h1-4H,(H,13,16)(H,14,15)
• InChIKey: TZDURDLECJWHJD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(trifluoroacetamido)benzoic acid
• IUPAC Traditional name: 4-(trifluoroacetamido)benzoic acid
• Synonyms: 4-[(Trifluoroacetyl)amino]benzoic acid; 4-[(2,2,2-Trifluoroacetyl)amino]benzoic Acid; p-(Trifluoroacetamido)benzoic Acid; NSC 150503; 4-(Trifluoroacetylamino)benzoic Acid

Database IDs

• CAS Number: 404-26-2
• MDL Number: MFCD00454055
• PubChem SID: 160997606
• PubChem CID: 289074

CALCULATED PROPERTIES

• Acid pKa: 4.141391
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.6265639
• LogD (pH = 7.4): -1.0717036
• Log P: 2.0008678
• Molar Refractivity: 49.1874 cm^3
• Polarizability: 17.20971 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: >255°C (sublimed)

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT
• TSCA Listed: false

DETAILS

Toronto Research Chemicals - T786745

Intermediate in the production of Folic Acid

REFERENCES

• Jones, P., et al.: J. Med. Chem., 41, 3062 (1998)
• Uto, Y., et al.: Bioorg. Med. Chem., 16, 6042 (1998)