Grignard, cyanide and hydride addition products

14 questions on Grignard, cyanide and hydride addition products from the Organic Reaction Mechanisms I: Nucleophiles and Carbonyl Addition chapter: 3 NEET level, 5 JEE Main, 6 JEE Advanced. Each one opens with its answer and solution.

• The ketone shown is treated with an excess of methylmagnesium bromide in dry ether, followed by aqueous acid work-up. To which class does the product belong? NEET level, drawn structure
• The carbonyl compound shown reacts with ethylmagnesium bromide, and the adduct is hydrolysed with dilute acid. Which structure is the product? NEET level, drawn structure
• The compound shown contains two different carbonyl groups. On treatment with one equivalent of sodium borohydride in ethanol, which group is reduced? NEET level, drawn structure
• The cyclic ketone shown is treated with sodium cyanide and acid, and the resulting product is then heated with aqueous acid. Which structure is the final produc... JEE Main level, drawn structure
• The ester shown is treated with an excess of methylmagnesium bromide, followed by aqueous work-up. Which structure is the product? JEE Main level, drawn structure
• The keto ester shown is treated with an excess of lithium aluminium hydride in dry ether, followed by aqueous work-up. Which structure is the product? JEE Main level, drawn structure
• The ketone shown is converted into an alcohol. Select the reagent(s), each followed by aqueous work-up where needed, that convert it into a secondary alcohol. JEE Main level, drawn structure
• The ketone shown is treated with each reagent below, followed by aqueous work-up where needed. Select the reagent(s) that give a tertiary alcohol (an alcohol wh... JEE Main level, drawn structure
• The ketone shown is treated with methylmagnesium bromide and then aqueous acid. The product is then heated with concentrated sulphuric acid. Which structure is ... JEE Advanced level, drawn structure
• The keto aldehyde shown has an aldehyde and a methyl ketone group. Select the correct statement(s) about its selective or complete reactions (an unhindered alde... JEE Advanced level, drawn structure
• One mole of the aldehyde ester shown is treated with a large excess of methylmagnesium bromide, followed by work-up. Assuming only nucleophilic additions and ac... JEE Advanced level, drawn structure
• The hydroxy ketone shown is treated with an excess of methylmagnesium bromide in dry ether. How many moles of the Grignard reagent are consumed per mole of the ... JEE Advanced level, drawn structure
• The keto nitrile shown is treated with an excess of lithium aluminium hydride in dry ether, followed by aqueous work-up. Which structure is the product? JEE Advanced level, drawn structure
• The ketone shown is treated first with sodium cyanide and acid, and the product is then reduced with an excess of lithium aluminium hydride, followed by work-up... JEE Advanced level, drawn structure