InterviewSolution
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InterviewSolution
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(a) Explain the mechanism of a nucleophilic attack on the carbonyl group of an aldehyde or a ketone. (b) An organic commpound (A) (molecular formula `C_(8)H_(16)O_(2)`) was hydrlysed with dilute sulphuric acid to give a carboxylic acid (B) and an alcohol (C). Oxidatin of (C) with chromic acid also produced (B). On dehydratin (C) gives but-1-ene. Write the equations for the reactions involved. |
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Answer» (a) Mechanism of nucleophilic addition reactions : attack from the top face A nucleaphile attacks the electrophilic carbon atom of the polar carbonyl group from a direction perpendicular to the plane of `sp^(2)` hybridised orbitals of carbonyl carbon. The hybridisation of carbon changes from `Sp^(2) to sp^(3)` in this process and a tetrahedral alkoxide intermediate is produced. This intermediate captures a proton from the reaction medium to give the electrically neutral product. The net result is additon of `Nu^(-)and H^(+)`across the carbon oxygen double bond. |
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