2-(2-chlorophenyl)cyclohexanone Chemical Properties

Melting point:

60-62 °C

Boiling point:

308.8±42.0 °C(Predicted)

Density 

1.165±0.06 g/cm3(Predicted)

form 

powder

color 

white crystalline

InChI

InChI=1S/C12H13ClO/c13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)14/h1,3,5,7,10H,2,4,6,8H2

InChIKey

UOEXWLLNMGAJDD-UHFFFAOYSA-N

SMILES

C1(=O)CCCCC1C1=CC=CC=C1Cl

2-(2-chlorophenyl)cyclohexanone Usage And Synthesis

Chemical Properties

white crystalline powder.

Uses

2-(2-Chlorophenyl)-cyclohexanone is a reactant that is used in the preparation of benzofurans via palladium-phosphine-catalyzed intramolecular enolate O-arylation of α-arylketones.

Synthesis

To a flame dried flask was added Cs2CO3 (6.5 g, 20 mmol), Pd2(dba)3 (184 mg, 0.2 mmol) and Xantphos (139 mmol, 0.24 mmol). After purging with N2, toluene (10 mL), ketone (15 mmol) and phenyl iodide (1.11 mL, 10 mmol) were added. After stirring overnight at 80 .MALE.C, the mixture was filtered and concentrated in vacuo to afford a residue, which was purified by flash chromatography to provide the desired 2-(2-chlorophenyl)cyclohexanone.