2-chloro-N-[(1R,2S)-3-fluoro-1-hydroxy-1-(4-methanesulfonylphenyl)propan-2-yl]acetamide

• ChemBase ID: 165851
• Molecular Formular: C12H15ClFNO4S
• Molecular Mass: 323.7682032
• Monoisotopic Mass: 323.03943487
• SMILES: c1cc(ccc1[C@H]([C@H](NC(=O)CCl)CF)O)S(=O)(=O)C
• Canonical SMILES: FC[C@H]([C@@H](c1ccc(cc1)S(=O)(=O)C)O)NC(=O)CCl
• InChI: InChI=1S/C12H15ClFNO4S/c1-20(18,19)9-4-2-8(3-5-9)12(17)10(7-14)15-11(16)6-13/h2-5,10,12,17H,6-7H2,1H3,(H,15,16)/t10-,12-/m1/s1
• InChIKey: ZGCDULJZLGMYDR-ZYHUDNBSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-chloro-N-[(1R,2S)-3-fluoro-1-hydroxy-1-(4-methanesulfonylphenyl)propan-2-yl]acetamide
• IUPAC Traditional name: 2-chloro-N-[(1R,2S)-3-fluoro-1-hydroxy-1-(4-methanesulfonylphenyl)propan-2-yl]acetamide
• Synonyms: 2-Chloro-N-[(1S,2R)-1-(fluoromethyl)-2-hydroxy-2-[4-(methylsulfonyl)phenyl]ethyl]acetamide; [R-(R*,S*)]-2-Chloro-N-[1-(fluoromethyl)-2-hydroxy-2-[4-(methylsulfonyl)phenyl]ethyl]acetamide; Deschloro Florfenicol

Database IDs

• CAS Number: 138872-73-8
• PubChem SID: 162259984
• PubChem CID: 29977285

CALCULATED PROPERTIES

• Acid pKa: 9.193651
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.0741428
• LogD (pH = 7.4): -0.08019806
• Log P: -0.0740649
• Molar Refractivity: 72.9649 cm^3
• Polarizability: 29.07769 Å^3
• Polar Surface Area: 83.47 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 153-155°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D288798

Florfenicol (F405750) derivative. Used as herbicides.