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  4. Which of the following will most readily give the dehydrohalogenation product ?

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Q. Which of the following will most readily give the dehydrohalogenation product ?

JEE MainJEE Main 2018Haloalkanes and Haloarenes

Solution:

In dehydrohalogenation of alkenes, the reaction proceeds by E1CB mechanism:

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The benzyl carbanion is more stable than vinyl carbanion due to resonance. So, the carbanion become more stable in the transition state, and the alkyne is formed.