Substitution in 1-phenylpyrazole

Khan, Misbahal Ain (1962) Substitution in 1-phenylpyrazole. Masters thesis, Memorial University of Newfoundland.

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    Available under License - The author retains copyright ownership and moral rights in this thesis. Neither the thesis nor substantial extracts from it may be printed or otherwise reproduced without the author's permission.
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Abstract

A study of the nuclear substitution of 1-phenylpyrazole by the radicals liberated from thermal decomposition of benzoyl peroxide has been undertaken, with the object of testing the predictions of molecular-orbital calculations. Gas-liquid chromatographic analysis of the reaction products showed that the three 1-biphenylylpyrazoles and 1,3-diphenylpyrazole were present, and the isomer ratios were evaluated. There was no evidence for the presence of 1,4- or 1,5-diphenylpyrazole. -- Some nuclearbenzoyloxylation occurs in addition to phenylation, and a preliminary examination of the reaction products was made. In other preliminary work, the reactions occurring when benzoyl peroxide decomposes in 1-methylpyrazole and in 1-phenylpyrrole were examined. -- Certain electrophilic substitutions (bromination and nitration) of 1-phenylpyrazole and 1-p-biphenylylpyrazole have been studied. It has been found possible to effect changes in the orientation of substitution by varying the reaction conditions, and an explanation for this behaviour is suggested.

Item Type: Thesis (Masters)
URI: http://research.library.mun.ca/id/eprint/7243
Item ID: 7243
Additional Information: Bibliography: leaves 55-56.
Department(s): Science, Faculty of > Chemistry
Date: 1962
Date Type: Submission
Library of Congress Subject Heading: Pyrazoles

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