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The reactions of alkylene oxides with various butyl and other alcohols
Author(s) -
Stockburger G. J.,
Brandner J. D.
Publication year - 1963
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/bf02822474
Subject(s) - chemistry , epoxide , alcohol , catalysis , propylene oxide , ethylene oxide , base (topology) , adduct , product distribution , composition (language) , oxide , organic chemistry , medicinal chemistry , inorganic chemistry , copolymer , mathematical analysis , linguistics , polymer , philosophy , mathematics
Acid‐catalyzed additions of ethylene oxide to various isomeric butyl alcohols were observed to agree with the Poisson equation and the products were relatively unaffected in composition by changes in the reactants or reaction conditions. Base‐catalyzed reactions yielded products whose composition could be more closely approximated by Weibull and Nycander舗s equations. The product composition, although largely independent of reaction conditions, varied with the structure of the starting alcohol. Good correlation was found between the relative acidities of the starting alcohols and their reaction products and Weibull‐Nycander distribution constants for base‐catalyzed reactions of ethylene oxide and propylene oxide. It is believed that the relative acidities of the alcohol and its epoxide adduct influence the product composition through the equilibrium reaction: ROH+RO (CH 2 CH 2 O)= X 薔RO 蜢 +RO(CH 2 CH 2 O) x H