Which of the following halides shows the high | vedclass

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Question

(A) The reactivity of halides towards $S_{N}1$ reaction depends on the stability of the carbocation intermediate formed in the rate-determining step.$

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$C_{6}H_{5}CH_{2}Cl$

Vedclass · Answer

(A) The reactivity of halides towards $S_{N}1$ reaction depends on the stability of the carbocation intermediate formed in the rate-determining step.$S_{N}1$ reactivity order is generally $3^{\circ} > 2^{\circ} > 1^{\circ}$.In $C_{6}H_{5}CH_{2}Cl$,the loss of $Cl^{-}$ generates a benzyl carbocation $(C_{6}H_{5}CH_{2}^{+})$,which is highly stabilized by resonance with the benzene ring.$CH_{3}CH_{2}Cl$ and $CH_{3}CH_{2}CH_{2}CH_{2}I$ form primary carbocations,which are less stable.$C_{6}H_{5}Cl$ does not undergo $S_{N}1$ reaction easily due to the partial double bond character of the $C-Cl$ bond and the instability of the phenyl cation.Therefore,$C_{6}H_{5}CH_{2}Cl$ shows the highest reactivity towards $S_{N}1$ reaction.

Reaction	Product
$I$. $RX + AgCN$	$RNC$
$II$. $RX + KCN$	$RCN$
$III$. $RX + KNO_2$	$RONO$
$IV$. $RX + AgNO_2$	$RNO_2$

Which of the following halides shows the highest reactivity towards $S_{N}1$ reaction?

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Reaction Product

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$II$. $RX + KCN$ $RCN$

$III$. $RX + KNO_2$ $RONO$

$IV$. $RX + AgNO_2$ $RNO_2$

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