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It's easiest to see if you draw out the arrow pushing mechanism for a Grignard reaction.
For the ketone (below), after one Grignard reagent reacts the R group (red) is added to the carbonyl and the ketone becomes an alcohol. At this point it cannot react with the Grignard any further.
For the ester (below), after the first Grignard reagent reacts and the R group (red) is added an alkoxide leaves resulting in a ketone. A second Grignard reagent can still react with this ketone adding a second R group (blue).
Because esters can support two grignard reactions in succession, two equivalents of Grignard reagent will be added to the carbonyl before the reaction is complete. For simplicity I used a specific ketone and ester, but either can have carbon chains longer (or shorter to replace a ketone with an aldehyde) than the ones shown in the diagrams.