Alkaline hydrolysis of 1,3-dibromo-1,1-difluoroalkanes: a two-step vinyl carboxylation scheme

Abstract

This report discusses a new two-step synthesis of a,~-unsaturated carboxylic acids from alkenes. The first step is the radical addition of dibromodifluoromethane to the alkenes, and the second step is the alkaline hydrolysis of the 1,3-dibromo-1, 1-difluoroalkanes. Evidence for competing mechanistic pathways for the hydrolysis is presented along with detailed proposals for the mechanism. Complete spectral data for the 1,3-dibromo-1, 1-difluoroalkanes and the a,~- unsaturated carboxylic acids are included.

Notes

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Graduation Date

1989

Semester

Spring

Advisor

Elsheimer, Seth

Degree

Master of Science (M.S.)

College

College of Arts and Sciences

Department

Chemistry

Format

Print

Pages

67 p.

Language

English

Length of Campus-only Access

None

Access Status

Masters Thesis (Open Access)

Identifier

DP0027206

Subjects

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

Accessibility Status

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