1-(2-amino-5-chlorophenyl)-2,2,2-trifluoroethan-1-one

• ChemBase ID: 97993
• Molecular Formular: C8H5ClF3NO
• Molecular Mass: 223.5796096
• Monoisotopic Mass: 223.00117613
• SMILES: O=C(c1c(ccc(c1)Cl)N)C(F)(F)F
• Canonical SMILES: O=C(C(F)(F)F)c1cc(Cl)ccc1N
• InChI: InChI=1S/C8H5ClF3NO/c9-4-1-2-6(13)5(3-4)7(14)8(10,11)12/h1-3H,13H2
• InChIKey: NOKSRMDODJGCPZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(2-amino-5-chlorophenyl)-2,2,2-trifluoroethan-1-one
• IUPAC Traditional name: 1-(2-amino-5-chlorophenyl)-2,2,2-trifluoroethanone
• Synonyms: 1-(2-Amino-5-chloro-3-methoxyphenyl)-2,2,2-trifluoro Ethanone; 2-Amino-5-chlorophenyl Trifluoromethyl Ketone; 4-Chloro-2-trifluoroacetylaniline; 4-Chloro-2-(trifluoroacetyl)aniline; 1-(2-Amino-5-chlorophenyl)-2,2,2-trifluoroethan-1-one; 2'-Amino-5'-chloro-2,2,2-trifluoroacetophenone; 1-(2-AMino-5-chlorophenyl)-2,2,2-trifluoroethanone

Database IDs

• CAS Number: 154598-53-5
• PubChem SID: 162084468
• PubChem CID: 10987882

CALCULATED PROPERTIES

• Acid pKa: 19.118448
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.0883303
• LogD (pH = 7.4): 3.0883405
• Log P: 3.0883408
• Molar Refractivity: 46.9762 cm^3
• Polarizability: 16.642185 Å^3
• Polar Surface Area: 43.09 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Yellow Solid
• Melting Point: 95-97°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Harmful

Product Information

• Purity: 97%

DETAILS

Toronto Research Chemicals - C421880

An intermediate in the synthesis of Efavirenz-d4 (E425002).

REFERENCES

• Young, S.D., et al.: Antimicrob. Ag. Chemother., 39, 2602 (1995)