Q.

(a) Why are haloalkanes more reactive towards nucleophilic substitution reactions than haloarenes and vinylic halides?

(b) Name the possible alkenes which will yield 1-chloro-1-methylcyclohexane on their reaction with HCl. Write the reactions involved.

OR

(a) Allyl chloride is hydrolyzed more readily than n-propyl chloride. Why?

(b) Identify the major product formed when 2-cyclohexylchloroethane undergoes a dehydrohalogenation reaction. Name the reagent, which is used to carry out the reaction.

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Detailed Solution

a) Haloarenes and vinylic halides are less reactive towards nucleophilic reactions with the partial double bond character between C-X bonds.

 (b) Question Image

OR

(a)   Allyl chloride is hydrolyzed more readily than n-propyl chloride due to the presence of π- bond in allyl carbocation. Allyl chloride shows resonance and gets stabilized.

(b)  The reagent used in the dehydrohalogenation reaction is ethanolic KOH.

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