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Question

Consider the reaction.
CH3−CH=CH2(i)BH3/THF−−−−−−−−−→(ii)H2O2/OH−APCC−−−−−−−→(in CH2Cl2)B
CH3−CH=CH2+H2OH2SO4−−−−→CPCC−−−−−−−→(in CH2Cl2)D Identify the relation between B and D.


A

Functional isomers
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B

Positional isomers
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C

Chain isomers
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D

Metamers
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Solution

The correct option is A
Functional isomers
The reagents BH3,THF followed by NaOH,H2O2 are hydroxylating agents. This reaction is called hydroboration-oxidation reatction. Alkenes undergo oxidation and anti-markovnikov's alcohol is the end product.
Alkenes react with water in the presence of a mineral acid as a catalyst to form alcohols. The H+ ion from the acid helps to form a carbocation for nucleophilic attack.
PCC(Pyridinium chlorochromate) is a mild oxidizing agent. It converts 1o alcohols to aldehydes and 2o alcohols to ketones, but is not strong enough to convert primary alcohols to carboxylic acids.
CH3CH=CH2(i)BH3/THF−−−−−−−−(ii)H2O2/OHCH3CH2CH2OHPCC−−−−−−(in CH2Cl2)CH3CH2CHO
CH3CH=CH2+H2OH2SO4−−−CH3CH(OH)CH3PCC−−−−−−(in CH2Cl2)CH3COCH3

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