HydrocarbonsmediumMCQ SINGLE

See imageHydrocarbons Chemistry Question

Question

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Answer: C

💡 Solution & Explanation

Concept: To convert an alkene (cyclohexene) to an alcohol (cyclohexanol), we need to add water across the double bond (hydration). The key question is which method achieves this conveniently and with the correct regiochemistry. Step 1 - Hydroboration-Oxidation mechanism: In hydroboration-oxidation, BH3 adds across the double bond of cyclohexene in an anti-Markovnikov, syn fashion. The boron attaches to the less hindered carbon. Subsequent oxidation with H2O2/NaOH replaces the B–C bond with an O–H bond with retention of configuration, ultimately giving cyclohexanol. Step 2 - Why option (c) is correct: Hydroboration (using BH3 or B2H6) followed by oxidation (H2O2, NaOH) is a well-established, convenient two-step method to convert alkenes to alcohols. For cyclohexene (a symmetric alkene), this gives cyclohexanol in good yield. Step 3 - Why other options fail: - (a) NaOH + H2O: NaOH is a base/nucleophile used for substitution or elimination reactions; it does not add across an alkene double bond under normal conditions. - (b) Br2 — H2O: This would give bromohydrin (a halohydrin), not a simple alcohol (cyclohexanol). The product would be trans-2-bromocyclohexanol, not cyclohexanol. - (d) Hydroboration hydrolysis: Hydrolysis of the C–B bond does not occur under simple hydrolytic conditions; oxidation (not hydrolysis) is required to convert the organoborane to an alcohol. 'Hydroboration hydrolysis' is not a standard or convenient method for alcohol synthesis from alkenes. Therefore, the correct answer is C.

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