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Question

How do you convert:
(i) Chlorobenzene to biphenyl
(ii) Propene to 1-iodopropane
(iii) 2-bromobutane to but-2-ene

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Solution

(i) Chlorobenzene is converted to biphenyl by using Fittig reaction. Chlorobenzene reacts with sodium in presence of ether to form biphenyl.
(ii) Propene to 1-iodopropane.
The hydroboration-oxidation of propene gives 1-propanol.
1-propanol then reacts with HI (obtained from KI + H2SO4) to form 1-iodopropane.
(iii) 2-bromobutane to but-2-ene.
The dehydrohalogenation of 2-bromobutane in presence of alcoholic KOH gives but-2-ene as major product.
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