Abstract

This research report discusses the reactions of CF2Br2 with various alkenes. Attempts to synthesize some gemdifluorocyclopropanes from alkenes and CF2x2 (X=Br, I) by modified Simmons-Smith procedures were Dehydrohalogenation reactions of some not successful. 1,3-dibromo-1,1- difluoroalkanes were conducted with potassium hydroxide or tributylamine. Heating cis or trans 1-(bromodifluoromethyl)- 2-bromocyclohexane with potassium hydroxide does not produce the expected gem-difluorodienes but instead gives the corresponding a,$ -unsaturated carboxylic acid. The mechanism for the productions of the various reaction intermediates from the reaction of the cyclic dibromide with potassium hydoxide is proposed. Experimental evidence supporting the proposed mechanism is presented. Gemdifluorodienes are isolated when the base tributylamine is used. 1H NMR, 13c NMR and IR spectral data are presented and interpretations are also included.

Notes

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Graduation Date

1988

Semester

Summer

Advisor

Elsheimer, Seth

Degree

Master of Science (M.S.)

College

College of Arts and Sciences

Department

Chemistry

Format

PDF

Pages

75 p.

Language

English

Rights

Public Domain

Length of Campus-only Access

None

Access Status

Masters Thesis (Open Access)

Identifier

DP0023922

Subjects

Arts and Sciences -- Dissertations, Academic; Dissertations, Academic -- Arts and Sciences

Accessibility Status

Searchable text

Included in

Chemistry Commons

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