Reactions of 1,3-dibromo-1,1-difluoroalkanes with soduim borohydride

Abstract

The title 1,3-dibromo-1 , 1-difluoroalkanes undergo selective hydrogenolysis of one or both carbon-bromine bonds upon treatment with sodium borohydride in polar aprotic solvents. Acyclic adducts yield 1-bromo-1, 1-difluoroalkanes, while cyclic adducts yield mixtures of regioisomers. All of the haloalkanes can be completely debrominated to the corresponding gemdifluoroalkanes. Thus, addition of dibromodifluoromethane to alkenes followed by hydride reduction presents a route to difluoromethyl-substituted compounds.

Notes

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Graduation Date

1990

Semester

Summer

Advisor

Elsheimer, Seth

Degree

Master of Science (M.S.)

College

College of Arts and Sciences

Department

Chemistry

Format

PDF

Pages

102 p.

Language

English

Length of Campus-only Access

None

Access Status

Masters Thesis (Open Access)

Identifier

DP0027277

Subjects

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

Accessibility Status

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