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CH 3 CH = CHCH 2 CH 2 Cl < CH 3 CH = CH.CH(Cl)CH 3 ClCH 2 CH = CH.CH 2 CH 3 < CH 3 C(Cl) = CHCH 2 CH 3 < CH 3 CH = CH.CH(Cl)CH 3 < CH 3 CH = CH CH 2 CH 2 Cl. This is due to the stability of carbonium intermediate.

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Haloalkanes and Haloarenes

Short Answer Type

261.

What happens when?
Ethyl chloride is treated with aqueous KOH.

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262.

What happens when?
methyl Bromide is treated with sodium in the presence of dry ether.

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263.

What happens when?
Methyl chloride is treated with KCN.

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264. Haloalkanes undergo nucleophilic substitution whereas haloarenes undergo electrophilic substitution. Account for it.

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Long Answer Type

265.

Toluene reacts with bromide in the presence of light to give benzyl bromide, while in presence of FeBr₃ it givesp-bromo toluene. Give explanation for the above observation.

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Short Answer Type

266.

Write the equations for the preparations of 1-iodobutane from
1-butanol

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267.

Write the equations for the preparations of 1-iodobutane from
1-chlorobutane

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268.

Write the equations for the preparations of 1-iodobutane from
but-1-ene.

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269.
Arrange the following compounds in increasing order of S_N1 , respectively.
ClCH₂=CHCH₂CH_3,CH₃(Cl)=CHCH₂CH₃, CH₃ = CHCH₂ CH₂Cl, CH₃CH = CH. CHCl CH₃

CH₃CH = CHCH₂CH₂Cl < CH₃CH = CH.CH(Cl)CH₃ ClCH₂CH = CH.CH₂CH₃ < CH₃C(Cl) = CHCH₂CH₃< CH₃CH = CH.CH(Cl)CH₃< CH₃CH = CH CH₂CH₂Cl.

This is due to the stability of carbonium intermediate.