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Electrophilic Substitution Reactions of Haloarenes

CH3 - CH = CH...

Question

$C H_{3} - C H = C H - C N (a) D I B A L - H - -------- \to (b) H_{2} O$ ?

Write the product(s) in the given reactions:

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Solution

The products of the reaction are as shown.
(i) $C y c l o h e x a n o n e$ reacts with $H C N$ to form $1 - h y d r o x y c y c l o h e x a n e c a r b o n i t r i l e$ . A molecule of $H C N$ is added to $C = O$ double bond.
(ii) When $s o d i u m b e n z o a t e$ is heated with $N a O H + C a O$ , $b e n z e n e$ is formed. It is an example of decarboxylation.
(iii) $D I B A L H$ reduces $b u t - 2 - e n e n i t r i l e$ to $b u t - 2 - e n a l$ . $C y a n o$ group is reduced to $a l d e h y d e$ group. $C = C$ double bond remains intact.

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Electrophilic Substitution Reactions of Haloarenes

Standard XII Chemistry

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