Alkynes can be made by dehydrohalogenation of vinylic halides in a reaction that is essentially...

Question:

Alkynes can be made by dehydrohalogenation of vinylic halides in a reaction that is essentially an E2 process. In studying the stereochemistry of this elimination, it was found that (Z)-2-chloro-2-butenedioic acid reacts 50 times as fast as the corresponding E isomer.

What conclusion can you draw about the stereochemistry of eliminations in vinylic halides? How does this result compare with eliminations of alkyl halides?

Dehydrohalogenation Reaction:

When hydrogen and a halogen are eliminated from the reactant, such elimination reactions are known as dehydrohalogenation reactions. Alkenes are usually prepared using this method. One such example is the synthesis of ethylene by reacting ethyl chloride with {eq}{\rm KOH} {/eq}

Answer and Explanation: 1

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If the rotation around the double bonds is limited, then the E-Z isomerism occurs. Z isomers have the groups having the same priority on the same...

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E2 Elimination & Mechanism Reaction: Definition & Examples

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Chapter 7 / Lesson 6
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Learn about E2 reaction. Understand E2 reaction, its mechanism, and stereochemistry of E2 reactions on secondary and tertiary alkyl halide, and review examples.


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