Question
Chemistry Question on reaction mechanism
Given below are two statements:
Statement I: Propene on treatment with diborane gives an addition product with the formula ((CH3)2−CH3B).
Statement II: Oxidation of ((CH3)2−CH3B) with hydrogen peroxide in presence of NaOH gives propan-2-ol.
In the light of the above statements, choose the most appropriate answer from the options given below:
Statement I is correct but Statement II is incorrect
Statement I is incorrect but Statement II is correct
Both Statement I and Statement II are correct
Both Statement I and Statement II are incorrect
Statement I is incorrect but Statement II is correct
Solution
Statement I is incorrect. Propene reacts with diborane (B 2H6) to form trialkyl borane, (CH 3)2CH-B, which is then oxidized using hydrogen peroxide in the presence of NaOH to produce propan-2-ol. The formula given in Statement I is not the correct addition product. The actual addition product is a trialkyl borane which is formed in the first step.
Statement II is correct. Oxidation of the trialkyl borane by H 2O2 in NaOH gives propan-2-ol. This is the hydroboration-oxidation reaction.