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Question

Draw structural formulas for the alkene(s) formed by treatment of each haloalkane or halocycloalkane with sodium ethoxide in ethanol. Assume that elimination occurs by an E2 mechanism.
141560_dc782e1a905a47f69e417a1ffd3d78cf.png

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Solution

The elimination occurs by an E2 mechanism.
E2 machanism is β dehydrogenation.
It is a concerted one-step process.
Halide ion is eliminated from α carbon.
Hydrogen ion is eliminated from β carbon.
The base abstracts the hydrogen, the e pair is shifted to adjacent carbon forming a double bond and chloride ion is eliminated.

982310_141560_ans_ba626c97010640a884af0c28c3dd0ec8.png

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