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

• ChemBase ID: 167124
• Molecular Formular: C16H12Cl2O
• Molecular Mass: 291.17188
• Monoisotopic Mass: 290.02652036
• SMILES: C1(=O)c2c(C(CC1)c1cccc(c1Cl)Cl)cccc2
• Canonical SMILES: O=C1CCC(c2c1cccc2)c1cccc(c1Cl)Cl
• InChI: InChI=1S/C16H12Cl2O/c17-14-7-3-6-13(16(14)18)11-8-9-15(19)12-5-2-1-4-10(11)12/h1-7,11H,8-9H2
• InChIKey: KQSGFYNUBMDREY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 152448-80-1
• PubChem SID: 162261257
• PubChem CID: 15152063

CALCULATED PROPERTIES

• Acid pKa: 16.10167
• 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: 30.367315 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Light Beige Solid
• Melting Point: 66-71°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D435703

Sertraline (S279975) impurity. A 2,3-dichloro isomer of Sertraline intermediate 4-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenone (D435705).

REFERENCES

• Koe, B.K., et al.: J. Med. Chem., 27, 1508 (1984)