28049-03-8

Basic information

• Product Name: Benzenepropanoic acid, 2-chloroethyl ester
• CAS NO: 28049-03-8
• Molecular Formula: C11H13ClO2
• Molecular Weight: 212.676
• Mol File: 28049-03-8.mol

Chemical Properties

• CAS DataBase Reference: Benzenepropanoic acid, 2-chloroethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenepropanoic acid, 2-chloroethyl ester(28049-03-8)
• EPA Substance Registry System: Benzenepropanoic acid, 2-chloroethyl ester(28049-03-8)

Safety Data

• Hazardous Substances Data: 28049-03-8(Hazardous Substances Data)

Upstream product

• 107-07-3 2-chloro-ethanol 
• 501-52-0 3-Phenylpropionic acid 
• 104-54-1 3-Phenylpropenol 
• 107-06-2 1,2-dichloro-ethane 
• 645-45-4 hydrocinnamic acid chloride 
• 39522-76-4 1-phenyl-4,7-dioxaspiro[2,4]heptane 

Relevant articles and documents

Triphenylphosphine dibromide: a simple one-pot esterification reagent

We report a one-pot, expedient protocol for the conversion of carboxylic acids to their esters using excess triphenylphosphine dibromide, base, and the alcohol. The reaction gave the esterified product in moderate-to-high yields (30-95%). For chiral acids, the reaction proceeded with little or no racemization. Use of a chiral alcohol in this transformation gave the ester with retention of configuration of the stereogenic center. Information is presented indicating that esterification proceeds through the intermediate generation of an acyloxyalkoxyphosphorane and where steric interactions play an important role in the energetics of the reaction.

Palladium(II)-mediated oxidation of alcohols using 1,2-dichloroethane as Pd(0) reoxidant

The oxidation of primary and secondary, saturated, allylic or benzylic, alcohols is carried out in 1,2-dichloroethane at reflux using catalytic amounts of both PdCl2 and Adogen 464 in the presence of an excess of sodium carbonate. High selectivities are obtained from saturated and benzylic, secondary alcohols. Primary alcohols afford mixtures of aldehydes and esters. The migration of the double bond of α,β-unsaturated alcohols is a competing reaction. It is clearly shown that 1,2-dichloroethane reoxidizes the Pd(0) species.

FACILE METHOD FOR THE ACYLATION OF ALCOHOLS AND AMIDES BY THE USE OF 1,1'-DIMETHYLSTANNOCENE AND ACYL CHLORIDES

Acylation of alcohols and amides was effected under mild conditions by the use of 1,1'-dimethylstannocene and acyl chlorides, giving the corresponding esters and imides in good to excellent yields.