Kinetics and Mechanism of Bromine Addition to Derivatives of Unsaturated Aliphatic Carboxylic Acids in Aqueous Solution

This paper deals with the kinetics of bromine addition to unsaturated compounds in presence of added bromide ions at 22, 30, 38, 46, and 54 °C. The substrates used were acrylamide (AAm), methyl acrylate (MA), ethyl acrylate (EA), butyl acrylate (BA), t-butyl acrylate (tBA), methacrylamide (MAAm), me...

Full description

Saved in:
Bibliographic Details
Published inBulletin of the Chemical Society of Japan Vol. 57; no. 5; pp. 1394 - 1400
Main Authors Mohamed Farook, Syed Ahamed, Viswanathan, Seshaiyer, Ganesan, Ramachandran
Format Journal Article
LanguageEnglish
Published Tokyo The Chemical Society of Japan 01.05.1984
Chemical Society of Japan
Subjects
Chemistry
Exact sciences and technology
Kinetics and mechanisms
Organic chemistry
Reactivity and mechanisms
Bromine
Temperature
Bromination
Aliphatic compound
Medium effect
Addition reaction
Carboxamide
Activation parameter
Aqueous solution
Rate constant
Ethylenic compound
Bromohydrin
Online AccessGet full text

Cover

More Information
Summary:This paper deals with the kinetics of bromine addition to unsaturated compounds in presence of added bromide ions at 22, 30, 38, 46, and 54 °C. The substrates used were acrylamide (AAm), methyl acrylate (MA), ethyl acrylate (EA), butyl acrylate (BA), t-butyl acrylate (tBA), methacrylamide (MAAm), methyl methacrylate (MMA), ethyl methacrylate (EMA), methyl crotonate (MC), and ethyl crotonate (EC). The kinetics was followed potentiometrically. The activation parameters (ΔH\eweq, ΔS\eweq, and ΔG\eweq) were calculated and compared. Estimation of product ratio of bromohydrin to dibromide showed the absence of any correlation of the product formation with reactivity of the substrates. The observed parameters are discussed in relation to the proposed reaction mechanisms.
ISSN:0009-2673
1348-0634
DOI:10.1246/bcsj.57.1394