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Reactions of Alkyl Halides

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Question

Write the main products when
(i) n-butyl chloride is treated with alcoholic KOH.
(ii) 2, 4, 6-trinitrochlorobenzene is subjected to hydrolysis.
(iii) methylchloride is treated with AgCN.

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Solution

(i) But - 1 - ene is formed.
$C H_{3} - C H_{2} - C H_{2} - C H_{2} - C l n-Butylchloride + K O H (a t c .) Δ - \to C H_{3} - C H_{2} - C H = C H_{2} But-1-ene + K C l + H_{2} O$

(iii) Methylisocyanide is formed.

$C H_{3} C l Methylchloride + A g C N Δ - -------- \to C_{2} H_{5} O H / H_{2} O C H_{3} - N C Methylisocyanide$

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Q. How do you convert the following:
(i) Prop-1-ene to 1-fluoropropane
(ii) Chlorobenzene to 2-chlorotoluene
(iii) Ethanol to propanenitrile
OR
Write the main products when
(i) n-butyl chloride is treated with alcoholic

K O H

(ii) 2,4,6-trinitrochlorobenzene is subjected to hydrolysis
(iii) methyl chloride is treated with

A g C N

What happens when

(i) n-butyl chloride is treated with alcoholic KOH,

(ii) bromobenzene is treated with Mg in the presence of dry ether,

(iii) chlorobenzene is subjected to hydrolysis,

(iv) ethyl chloride is treated with aqueous KOH,

(v) methyl bromide is treated with sodium in the presence of dry ether,

(vi) methyl chloride is treated with KCN.

Q. What happens when:
(i) n-butyl chloride is treated with alcoholic KOH.

(ii) bromobenzene is treated with Mg in the presence of dry ether.

(iii) chlorobenzene is subjected to hydrolysis.

(iv) ethyl chloride is treated with aqueous KOH.

(v) methyl bromide is treated with sodium in the presence of dry ether.

(vi) methyl chloride is treated with KCN.

Q. Do you expect different products in solution when aluminium (III) chloride and potassium chloride treated separately with (i) normal water (ii) acidified water, and (iii) alkaline water? Write equations wherever necessary.

Q. Give balanced equations for the following reactions:
(i) Aniline is treated with nitrous acid and

H C l

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(ii) Acetyl chloride is treated with ethyl alcohol.
(iii) Formaldehyde is treated with ammonia.

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