Skip to content
Example · Example 5

Q.Propanal is treated with NaBH4\text{NaBH}_4 in methanol. Identify the product and state whether LiAlH4\text{LiAlH}_4 would give a different product here.

West Bengal WbchseTextbookSubjectiveImportance★★★★★est
12% · 5/43 Questions
✓ Free question

NaBH4\text{NaBH}_4 delivers a hydride ion to the electrophilic carbonyl carbon of propanal, CH3CH2CHO\text{CH}_3\text{CH}_2\text{CHO}, forming an alkoxide that is protonated on aqueous work-up to give the primary alcohol propan-1-ol. Since an aldehyde is reduced to a primary alcohol regardless of whether the reducing agent is the milder NaBH4\text{NaBH}_4 or the stronger LiAlH4\text{LiAlH}_4, the product here would be identical either way -- the two reagents differ mainly in strength and selectivity (LiAlH4 also reduces less reactive groups such as esters and carboxylic acids, which NaBH4 does not touch), not in what an aldehyde specifically becomes.

✓Final answer

Both reagents reduce propanal's aldehyde group to the same primary alcohol, propan-1-ol; LiAlH4 is simply a stronger, less selective hydride source.

Unlock everything free for 14 days

  • Full step-by-step solutions
  • Concept-first explanations
  • Methods, shortcuts & mistakes
  • PYQ mapping + timed mock tests

Full access for 14 days. No credit card required.