What will be the correct relation between products when 2-methyl cyclohexene is treated with (i) `B_(2)H_(6)` in the presence of `H_(2)O_(2)//OH^(-)` and (ii) `H_(2)O //H_(2)SO_(4)` ?
(Also consider stereochemistry of product)

Options

A. They are metamers
B. They are tautomers
C. They are functional isomer
D. They are positional isomer

Answer

D

Explanation

This problem includes conceptual mixing of hydroboration. Oxidation and stereochemistry. This problem can be solved by using the skill of electrophilic addition reaction in hydroboration oxidation reaction including isomerism. The steps to solve this problems are complete reaction with acid and then identify the isomerism in the out come products.
(i) Hydroboration-oxidation
When alkene or substituted alkene is treated with `B_(2)H_(6)` it gives alkyl borane which on treatment with `H_(2)O_(2)//OH^(-)` causes oxidation of alkyl borone to give alcohol. The above reaction is believed to proceed as

(ii) When 2-methyl cyclohexane is treated with `H_(2)O //H_(2)SO_(4)`

and have difference in position of OH only so A and B are position isomers.