Skip to content

Reduction Of Nitriles

Easychemistry

Catalytic hydrogenation of propanenitrile in the presence of nickel yields a saturated primary amine; how many hydrogen molecules are consumed per molecule of the nitrile during this reduction?

Select the correct option:

🔒 Solution Hidden from View

Submit your answer to unlock the detailed step-by-step solution.

About This Question

Subject
chemistry
Chapter
organic compounds containing nitrogen
Topic
reduction of nitriles
Difficulty
Easy
Year
2025
Tags
nitrile reductioncatalytic hydrogenationprimary aminehydrogen stoichiometrycarbon-nitrogen triple bond

Solution

Correct Answer:

Reduction of a nitrile to a primary amine requires the conversion of the carbon–nitrogen triple bond into a carbon–nitrogen single bond while simultaneously adding hydrogens to both carbon and nitrogen. The triple bond contains one sigma and two pi bonds; reducing it to a single bond means breaking the two pi components and saturating them. Each pi bond reduction consumes one molecule of hydrogen, so the nitrile group R–C≡N is converted to R–CH2–NH2 by the uptake of two molecules of H2. The option of one molecule is insufficient because it would only partially reduce the group to an imine stage. Three or four molecules would over-reduce, but there are no further unsaturations to saturate in propanenitrile, so those values are impossible. This stepwise reduction through an intermediate imine to the primary amine is the NCERT-described Mendius-type reduction using catalytic hydrogen. As a stoichiometric plausibility check, counting atoms confirms two hydrogen molecules supply exactly the four hydrogen atoms needed to turn one triple bond and its terminus into a –CH2–NH2 unit.

This easy difficulty chemistry question is from the chapter organic compounds containing nitrogen, covering the topic of reduction of nitriles. It appeared in the 2025 exam.

Looking for more practice? Explore all chemistry questions or browse organic compounds containing nitrogen questions on RankGuru.