(2S)-1-(3-chlorophenyl)-2-hydroxypropan-1-one

• ChemBase ID: 164524
• Molecular Formular: C9H9ClO2
• Molecular Mass: 184.61956
• Monoisotopic Mass: 184.02910721
• SMILES: c1c(cc(cc1)C(=O)[C@@H](O)C)Cl
• Canonical SMILES: Clc1cccc(c1)C(=O)[C@@H](O)C
• InChI: InChI=1S/C9H9ClO2/c1-6(11)9(12)7-3-2-4-8(10)5-7/h2-6,11H,1H3/t6-/m0/s1
• InChIKey: PRVHLTNNKRCHGO-LURJTMIESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-(3-chlorophenyl)-2-hydroxypropan-1-one
• IUPAC Traditional name: (2S)-1-(3-chlorophenyl)-2-hydroxypropan-1-one
• Synonyms: (S)-1-(3-Chlorophenyl)-2-hydroxy-1-propanone

Database IDs

• CAS Number: 287477-53-6
• PubChem SID: 162258659
• PubChem CID: 10313420

CALCULATED PROPERTIES

• Acid pKa: 13.620366
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.8864542
• LogD (pH = 7.4): 1.886454
• Log P: 1.8864542
• Molar Refractivity: 47.4617 cm^3
• Polarizability: 18.409462 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Pale Yellow Oil

DETAILS

Toronto Research Chemicals - C378490

Bupropion intermediate.

REFERENCES

• Kelley, J., et al.: J. Med. Chem., 39, 347 (1996)
• Musso, D., et al.: Bioorg. Med. Chem. Lett ., 7, 1 (1997)