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Chemistry · 2023 · 4 marks

CBSE 2023 · Region 3 · Set 1 · Q31

The polarity of C - X bond of alkyl halides is responsible for their nucleophilic substitution, elimination and their reaction with metal atoms to…

The polarity of C - X bond of alkyl halides is responsible for their nucleophilic substitution, elimination and their reaction with metal atoms to form organometallic compounds. Alkyl halides are prepared by the free radical halogenation of alkanes, addition of halogen acids to alkenes, replacement of - OH group of alcohols with halogens using phosphorus halides, thionyl chloride or halogen acids. Aryl halides are prepared by electrophilic substitution of arenes. Nucleophilic substitution reactions are categorised into $\displaystyle \mathrm{S}_{\mathrm{N}}{ }^{1}$ and $\displaystyle \mathrm{S}_{\mathrm{N}}{ }^{2}$ on the basis of their kinetic properties. Chirality has a profound role in understanding the $\displaystyle \mathrm{S}_{\mathrm{N}}{ }^{1}$ and $\displaystyle \mathrm{S}_{\mathrm{N}}{ }^{2}$ mechanism. Answer the following questions:
(i)
What happens when bromobenzene is treated with Mg in the presence of dry ether?
(ii)
Which compound in each of the following pairs will react faster in $\displaystyle \mathrm{S}_{\mathrm{N}}{ }^{1}$ reaction with $\displaystyle \mathrm{OH}^{-}$?
(1)
$\displaystyle \mathrm{CH}_{2}=\mathrm{CH}-\mathrm{CH}_{2}-\mathrm{Cl}$ or $\displaystyle \mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{CH}_{2}-\mathrm{Cl}$
(2)
$\displaystyle \left(\mathrm{CH}_{3}\right)_{3} \mathrm{C}-\mathrm{Cl}$ or $\displaystyle \mathrm{CH}_{3} \mathrm{Cl}$
(iii)
Write the equations for the preparation of $\displaystyle 1$-iodobutane from
(1)
$\displaystyle 1$-chlorobutane
(2)
but-$\displaystyle 1$-ene.
OR
(iii)
Write the structure of the major products in each of the following reactions:
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