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Q.

Which of the following will react faster through SN 1 mechanism?

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a

C6H5Cl

b

CH3CH2Cl

c

H2C=CH-CH2Cl

d

CH2=CHCl

answer is A.

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Detailed Solution

SN1 reaction proceeds through carbocation intermediate.    stability of  CH2=CHC+H is maximum

C+H2CH=C H2       CH2=CHC+H2

CH2 = CH  Cl  and C6H5Cl are least reactive as C – Cl bond acquires double bond character due to resonance.

 C H3CH2C l forms C H3C+H2  which stabilizes through Hyperconjugation and +I effect.
 stability of  CH3C+H2  <  CH2=  CHC+H2

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