(4S)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-one

• ChemBase ID: 167125
• Molecular Formular: C16H12Cl2O
• Molecular Mass: 291.17188
• Monoisotopic Mass: 290.02652036
• SMILES: C1(=O)c2c([C@@H](CC1)c1ccc(c(c1)Cl)Cl)cccc2
• Canonical SMILES: O=C1CC[C@H](c2c1cccc2)c1ccc(c(c1)Cl)Cl
• InChI: InChI=1S/C16H12Cl2O/c17-14-7-5-10(9-15(14)18)11-6-8-16(19)13-4-2-1-3-12(11)13/h1-5,7,9,11H,6,8H2/t11-/m0/s1
• InChIKey: JGMBHJNMQVKDMW-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-one
• IUPAC Traditional name: (4S)-4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one
• Synonyms: (S)-4-(3,4-Dichlorophenyl)-1-tetralone; (4S)-(3',4'-Dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

Database IDs

• CAS Number: 124379-29-9
• PubChem SID: 162261258
• PubChem CID: 1474501

CALCULATED PROPERTIES

• Acid pKa: 16.120476
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 4.910037
• LogD (pH = 7.4): 4.910037
• Log P: 4.910037
• Molar Refractivity: 78.5799 cm^3
• Polarizability: 30.363977 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Brown Solid
• Melting Point: 86-88°C

DETAILS

Toronto Research Chemicals - D435706

An intermediate in the synthesis of the drug Sertraline.

REFERENCES

• Brady, K., et al.: J. Am. Med. Accoc., 283, 1837 (2000)