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The kinetics reaction of 1-chloro-2,3-epoxypropane with n-butyl and iso-butyl alcohols

✍ Scribed by Jiří Novák

Publisher
John Wiley and Sons
Year
1973
Tongue
English
Weight
430 KB
Volume
5
Category
Article
ISSN
0538-8066

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✦ Synopsis

Abstract

The reactions of 1‐chloro‐2,3‐epoxypropane with n‐butyl and isobutyl alcohols and their 3‐chloro‐2‐hydroxypropyl ethers, respectively, in the presence of boron fluoride diethyl etherate catalyst are of the first order with regard to 1‐chloro‐2,3‐epoxypropane as well as to the catalyst. In the catalyst concentration range of 1.4 to 47.3 mmol/l., the participation of the catalyst in the reaction is incomplete. The mechanism of the reactions resembles S~N~2 in regard to changes of activation entropy and influence of dielectric constant of the reaction medium upon the reaction rate. The established values of K (the ratio of propagation to initiation rates) are suitable for calculating the compositions of the adducts obtained. The experimentally obtained yields of 3‐chloro‐2‐hydroxypropyl ethers of lower alcohols are compared with those calculated from the kinetically determined values of K.

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