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

• ChemBase ID: 164525
• Molecular Formular: C9H9ClO2
• Molecular Mass: 184.61956
• Monoisotopic Mass: 184.02910721
• SMILES: c1c(cc(cc1)C(C(=O)C)O)Cl
• Canonical SMILES: CC(=O)C(c1cccc(c1)Cl)O
• InChI: InChI=1S/C9H9ClO2/c1-6(11)9(12)7-3-2-4-8(10)5-7/h2-5,9,12H,1H3
• InChIKey: HTTAEBUFKZSUKE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(3-chlorophenyl)-1-hydroxypropan-2-one
• IUPAC Traditional name: 1-(3-chlorophenyl)-1-hydroxypropan-2-one
• Synonyms: Bupropion Related Compound C (USP); 1-(m-Chlorophenyl)-1-hydroxy-2-propanone; Buprion Related Compound F (USP),; 1-(3-Chlorophenyl)-1-hydroxy-2-propanone; 1-(3-Chlorophenyl)-2-hydroxy-1-propanone

Database IDs

• CAS Number: 857233-13-7; 152943-33-4
• PubChem SID: 162258660
• PubChem CID: 10012623

CALCULATED PROPERTIES

• Acid pKa: 12.613851
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.8295058
• LogD (pH = 7.4): 1.8295032
• Log P: 1.8295058
• Molar Refractivity: 47.0597 cm^3
• Polarizability: 18.423244 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C378500

Bupropion intermediate. Bupropion hydrochloride related impurity C.

Toronto Research Chemicals - C378505

Bupropion intermediate. Bupropion hydrochloride related compound F.

REFERENCES

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