Hydride reductions of drawn compounds (LiAlH4 / NaBH4 / DIBAL-H)

14 questions on Hydride reductions of drawn compounds (LiAlH4 / NaBH4 / DIBAL-H) from the Reduction, Oxidation and Hydrolysis in Organic Chemistry chapter: 3 NEET level, 5 JEE Main, 6 JEE Advanced. Each one opens with its answer and solution.

• The compound shown is treated with excess LiAlH4 in dry ether, followed by aqueous work-up. Which structure is the organic product? NEET level, drawn structure
• The compound shown is treated with NaBH4 in methanol, then dilute acid. Which structure is formed? NEET level, drawn structure
• The compound shown is heated with excess LiAlH4 in ether and then treated with water. What is the organic product? NEET level, drawn structure
• The compound shown is treated with NaBH4 in ethanol at 0 degC (1 equivalent hydride-donor in the cold), then dilute acid. Which structure is the major product? JEE Main level, drawn structure
• Excess LiAlH4 is used, followed by aqueous work-up, on the compound shown. Count one hydride ion (H-) for each ketone or aldehyde group, two for each ester and ... JEE Advanced level, drawn structure
• The compound shown is treated with DIBAL-H (1 equivalent) in toluene at -78 degC, followed by H3O+. Which structure is the organic product? JEE Main level, drawn structure
• The compound shown is subjected to different hydride reagents. Select ALL correct statements. JEE Advanced level, drawn structure
• The ketone shown (drawn without stereochemistry, so every product configuration is allowed) is reduced with NaBH4 and then protonated. Counting all configuratio... JEE Advanced level, drawn structure
• The compound shown is first reduced with excess LiAlH4 (then aqueous work-up) and the isolated product is oxidised with excess PCC in CH2Cl2. Which structure is... JEE Advanced level, drawn structure
• The lactone shown is treated with various hydride reagents followed by aqueous work-up. Select ALL correct statements. JEE Advanced level, drawn structure
• Which reagent converts the compound shown into the corresponding primary alcohol? JEE Main level, drawn structure
• The compound shown is treated with excess LiAlH4 in ether, followed by aqueous work-up. Hydride attacks the less hindered carbon of the three-membered ring. Whi... JEE Advanced level, drawn structure
• The compound shown is reduced with hydride or hydrogenation reagents. Select ALL correct statements. JEE Main level, drawn structure
• The compound shown is treated with DIBAL-H (1 equivalent) in toluene at -78 degC, and then quenched with H3O+. Which structure is the main product? JEE Main level, drawn structure