Usachov V. Acidolysis of epichlorohydrin by saturated monocarboxylic acids in the presence of organic bases

Українська версія

Thesis for the degree of Candidate of Sciences (CSc)

State registration number

0408U004723

Applicant for

Specialization

  • 02.00.03 - Органічна хімія

02-10-2008

Specialized Academic Board

Д 11.216.01

Essay

The dissertation research is devoted to studying of quantitative relationships of catalytic acidolysis of epichlorohydrin by aliphatic monocarboxylic acids in the presence of organic bases, studying of mechanism of catalysis by tertiary amines, pyridines and halogenide of tetraalkylammonium. Researches are carried out for the first stage of reaction when epichlorohydrin is both substrate and solvent at 30-60°C. It is determined that acidolysis of epichlorohydrin has a zero order with respect to acid and the first one with respect to base. It is defined that the researched bases are effective catalysts and have almost equal catalytic activity which is almost independent on their structure and basicity. It is determined that both electron-donor and electron-acceptor substitutes in acetic acid increase rate of epichlorohydrin acidolysis. It is determined that reactionary ability of carboxylic acids depends on both inductive and steric characteristics of substitute. There are investigated the influence oftemperature on the reaction rate, calculated activation parameters and plotted isokinetic dependence. Conclusions about the mechanism of catalytic acidolysis of epichlorohydrin are made, that is agreed with literary and experimental data and explains them.

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