39868-89-8

Basic information

• Product Name: Benzeneacetic acid, diphenylmethyl ester
• CAS NO: 39868-89-8
• Molecular Formula: C21H18O2
• Molecular Weight: 302.373
• Mol File: 39868-89-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Benzeneacetic acid, diphenylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzeneacetic acid, diphenylmethyl ester(39868-89-8)
• EPA Substance Registry System: Benzeneacetic acid, diphenylmethyl ester(39868-89-8)

Safety Data

• Hazardous Substances Data: 39868-89-8(Hazardous Substances Data)

Upstream product

• 103-82-2 phenylacetic acid 
• 91-01-0 1,1-Diphenylmethanol 
• 101-81-5 Diphenylmethane 
• 908093-98-1 diazodiphenylmethane 

Downstream Products

• 880348-55-0 2-phenyl-acrylic Acid Benzhydryl Ester 
• 1011458-35-7 benzhydryl 2-diazo-2-phenylacetate 

Relevant articles and documents

Iron(III)-catalyzed direct synthesis of diphenylmethyl esters from 2-diphenylmethoxypyridine

A highly efficient method has been developed for the synthesis of diphenylmethyl (DPM) esters from 2-diphenylmethoxypyridine. Various carboxylic acids readily reacted with 2-diphenylmethoxypyridine in the presence of FeCl3 as a catalyst to provide the desired DPM esters with high yields. The procedure is facile and enables effective synthesis of a variety of esters for the protection of carboxylic acids.

Solvent and structural effects on the activation parameters of the reaction of carboxylic acids with diazodiphenylmethane

The kinetics of the reaction of benzoic, 2-methylbenzoic, phenylacetic, cyclohex-1-enecarboxylic, 2-methylcyclohex-1-enecarboxylic, and cyclohex-1-eneacetic acids with diazodiphenylmethane was studied at 30, 33, 37, 40, and 45°C in a set of 12 protic and aprotic solvents. The reactions were found to follow the second-order kinetics. The activation energy as well as the activation parameters, such as the standard entropy, the standard enthalpy, and the standard Gibbs energy of the activation, was calculated from the second-order rate constants. The solvent and structural effects on the activation energy and the standard Gibbs energy of activation, for each examined compound, were analyzed. The results of Kamlet-Taft multiple correlation analysis show that the specific solvent-solute interactions play a dominant role in the governing of the reaction. The signs of the equation coefficients support the proposed reaction mechanism.

Facile new methods for introduction and removal of the diphenylmethyl group as a protective group of carboxylic acids

Easy new methods for introducing and removing the diphenylmethyl group as a protective group of carboxylic acids are presented. For the formation of the diphenylmethyl esters from the carboxylic acids and benzhydrol, the unusual A(AL)2 mechanism is followed.