N-(4-aminophenyl)-2,2,2-trifluoroacetamide

• ChemBase ID: 97642
• Molecular Formular: C8H7F3N2O
• Molecular Mass: 204.1491896
• Monoisotopic Mass: 204.05104751
• SMILES: Nc1ccc(cc1)NC(=O)C(F)(F)F
• Canonical SMILES: O=C(C(F)(F)F)Nc1ccc(cc1)N
• InChI: InChI=1S/C8H7F3N2O/c9-8(10,11)7(14)13-6-3-1-5(12)2-4-6/h1-4H,12H2,(H,13,14)
• InChIKey: DEXJVEPWTWVUNM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(4-aminophenyl)-2,2,2-trifluoroacetamide
• IUPAC Traditional name: N-(4-aminophenyl)-2,2,2-trifluoroacetamide
• Synonyms: N-(4-Aminophenyl)-2,2,2-trifluoroacetamide; 4-[(Trifluoroacetyl)amino]aniline; N1-(Trifluoroacetyl)benzene-1,4-diamine; 4-(Trifluoroacetamido)aniline; 4-Trifluoroacetyl-p-phenylenediamine; TFAN; N-(4-Aminophenyl)-2,2,2-trifluoro-acetamide; 4-(Trifluoroacetamido)aniline; 2,2,2-Trifluoro-N-(4-aminophenyl)acetamide; 4-Trifluoroacetamidoaniline

Database IDs

• CAS Number: 53446-90-5
• MDL Number: MFCD00132978
• PubChem SID: 24899906; 162084232
• PubChem CID: 675087

CALCULATED PROPERTIES

• Acid pKa: 11.469827
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.5109127
• LogD (pH = 7.4): 1.5142802
• Log P: 1.5143589
• Molar Refractivity: 46.6316 cm^3
• Polarizability: 15.834418 Å^3
• Polar Surface Area: 55.12 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Diethyl Ether; Ethanol; Ethyl Acetate
• Apperance: Off-White to Pink Solid
• Melting Point: 118°C; 119-120°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Irritant/Store at -20°C
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ~99% (TLC)
• Empirical Formula (Hill Notation): C8H7F3N2O

DETAILS

Toronto Research Chemicals - T781000

TFAN reacts with reducing oligosaccharides in the presence of sodium cyanoborohydride to give aminoalditol derivatives, useful for linking to proteins or solid matrices. Treated this way, reducing oligosaccharides were easily separated by HPLC.

REFERENCES

• Wong, H., et al.: J. Med. Chem., 17, 785 (1974)
• Kallin, E., et al.: Glycoconjugate Journal, 3, 311 (1986)