ABSTRACT

I. Introduction .......................................................................................................................... 942 II.Monohalogenated Alkanes ................................................................................................... 942

A.Reduction at Mercury Cathodes ................................................................................... 943 1.Primary Alkyl Monohalides ................................................................................. 943 2.Secondary Alkyl Monohalides .............................................................................. 943 3. Tertiary Alkyl Monohalides .................................................................................. 943

B.Reduction at Carbon Cathodes .....................................................................................944 C.Reduction at Other Electrodes......................................................................................944 D.Electrolyte Effects ........................................................................................................ 945

III.Polyhalogenated Alkanes ..................................................................................................... 945 A. gem-Dihaloalkanes, gem-Trihaloalkanes, and Carbon Tetrachloride .......................... 945 B.Vicinal Dihaloalkanes and Trihaloalkanes ..................................................................946 C.α,ω-Dihaloalkanes ........................................................................................................ 947

IV.Halogenated Alkenes and Alkynes ...................................................................................... 947 A.Vinyl Halides ................................................................................................................ 947 B. Allyl Halides................................................................................................................. 947 C.Acetylenic Halides........................................................................................................948

V.Benzyl Halides and Related Compounds .............................................................................948 VI.Alicyclic Halides .................................................................................................................. 950