ChemicalBook CAS DataBase List 4,4'-DIPHENYLBENZOPHENONE

4,4'-DIPHENYLBENZOPHENONE synthesis

11synthesis methods

Product Name:4,4'-DIPHENYLBENZOPHENONE
CAS Number:3478-90-8
Molecular formula:C25H18O
Molecular Weight:334.41

79-37-8
464 suppliers
$17.67/10gm:

92-52-4 Synthesis

92-52-4
396 suppliers
$9.00/5g

3478-90-8
48 suppliers
$11.00/250mg

Yield: 63%

Reaction Conditions:

with aluminum (III) chloride in dichloromethane at 15 - 20;Schlenk technique;Inert atmosphere;

Steps:

4 2.2 2,2'-bis-(4,5,9,10-tetrahydropyrenyl) ketone (1)
General procedure: Aluminum chloride (2 g, 15 mmol) was introduced into a Schlenk flask and deaerated under vacuum. Dry, deaerated dichloromethane (50 mL) and then oxalyl chloride (1.7 mL, 20 mmol) were added dropwise in 20 min at 15 °C. 8mL dry and deaerated dichloromethane solution of 4,5,9,10-tetrahydropyrene (2.06 g, 10 mmol) was added into the mixture dropwise in 1h. The reaction mixture was warmed to room temperature and stirred for 1h. A second equivalent 4,5,9,10-tetrahydropyrene (2.06 g, 10 mmol) in dry and deaerated dichloromethane was introduced portionwise over 10 min. After stirring overnight, the reaction mixture was chilled in an ice/water bath, and water (40 mL) was added dropwise over 10 min. The organic layer was extracted with dichloromethane, and the combined organic layers were washed with a saturated brine solution and water, and dried over anhydrous magnesium sulfate. After filtration and solvent evaporation, the residue was purified by silica-gel column chromatography using hexane/dichloromethane as eluent. The ketone, as a white solid, was obtained in 68% yield.

References:

Zhang, Zhaoming;Zhao, Yun;Zhang, Ran;Zhang, Lifang;Cheng, Weiqin;Ni, Zhong Hai [Dyes and Pigments,2015,vol. 118,art. no. 4688,p. 95 - 101]

3988-03-2 Synthesis