The order of reactivity of the compounds C_6H | vedclass

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Question

(A) The reactivity of alkyl halides in $S_N2$ reactions is primarily governed by steric hindrance. The nucleophile attacks from the side opposite to t

Vedclass · Accepted Answer

$C_6H_5C(CH_3)(C_6H_5)Br < C_6H_5CH(C_6H_5)Br < C_6H_5CH(CH_3)Br < C_6H_5CH_2Br$

Vedclass · Answer

(A) The reactivity of alkyl halides in $S_N2$ reactions is primarily governed by steric hindrance. The nucleophile attacks from the side opposite to the leaving group. As the number of bulky groups attached to the electrophilic carbon increases,the steric hindrance increases,making the $S_N2$ reaction slower.The compounds are:$1$. $C_6H_5CH_2Br$ (Primary,least hindered)$2$. $C_6H_5CH(CH_3)Br$ (Secondary,more hindered than primary)$3$. $C_6H_5CH(C_6H_5)Br$ (Secondary,more hindered than $C_6H_5CH(CH_3)Br$ due to the bulky phenyl group)$4$. $C_6H_5C(CH_3)(C_6H_5)Br$ (Tertiary,most hindered)Thus,the order of reactivity in $S_N2$ is: $C_6H_5C(CH_3)(C_6H_5)Br < C_6H_5CH(C_6H_5)Br < C_6H_5CH(CH_3)Br < C_6H_5CH_2Br$.

The order of reactivity of the compounds $C_6H_5CH_2Br$,$C_6H_5CH(C_6H_5)Br$,$C_6H_5CH(CH_3)Br$ and $C_6H_5C(CH_3)(C_6H_5)Br$ in $S_N2$ reaction is

Similar Questions

Assertion $A:$ Hydrolysis of an alkyl chloride is a slow reaction but in the presence of $NaI$,the rate of the hydrolysis increases.
Reason $R:$ $I^{-}$ is a good nucleophile as well as a good leaving group.
In the light of the above statements,choose the correct answer from the options given below.

Write the products of the following reactions:
$(i)$ $C_6H_5CH=CH_2 + HBr \rightarrow$
(ii) $CH_3-CH_2-CH=CH_2 + HCl \rightarrow$
(iii) $C_6H_5CH_2-CH=CH_2 + HBr \xrightarrow{\text{Peroxide}}$

The structure of product $(A)$ is:

Predict the order of reactivity of the following four isomers towards $S_{N}2$ reaction.
$(I)$ $CH_{3}CH_{2}CH_{2}CH_{2}Cl$
$(II)$ $CH_{3}CH_{2}CH(Cl)CH_{3}$
$(III)$ $(CH_{3})_{2}CHCH_{2}Cl$
$(IV)$ $(CH_{3})_{3}CCl$

Consider the following reaction. Which of the following bases will give the best yield of the alkene $(II)$ as the major product?

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