JEE Main 2026 · 23 January · morning · Single correct · +4 / −1

But-2-yne and hydrogen (one mole each) are separately treated with (i) Pd/C and (ii) Na/ liq. NH₃ to give the products X and Y respectively.
But-2-yne + H₂ →(Pd/C) X ; → Y
Identify the incorrect statements.
A. X and Y are stereoisomers.
B. Dipole moment of X is zero.
C. Boiling point of X is higher than Y .
D. X and Y react with O₃/Zn+H₂O to give different products.
Choose the correct answer from the options given below :

  1. (a) B and D Only
  2. (b) A and C Only
  3. (c) A and B Only
  4. (d) B and C Only
Answer and solution

Answer (a) B and D Only

Solution

Chemistry ma’am · 3 steps

Pin down X as cis and Y as trans first, then test each statement against that one fact.

  1. Identify X. On the Pd/C surface, both H atoms add from the same face (syn addition). With only one mole of H₂, but-2-yne stops at cis-but-2-ene, so X is cis.
  2. Identify Y. Na in liquid NH₃ is a dissolving-metal reduction. The H atoms end up on opposite sides (anti addition), so Y is trans-but-2-ene.
    StatementCheck for cis (X) and trans (Y)Verdict
    A. StereoisomersSame connectivity, different arrangement about the C=Ccorrect
    B. Dipole moment of X is zeroIn cis, the two C-CH₃ bond dipoles point to the same side and do not cancel, so μ ≠ 0incorrect
    C. b.p. of X higher than YPolar cis has stronger dipole–dipole forces: about 4 °C against about 1 °C for transcorrect
    D. Different ozonolysis productsBoth cleave at C=C to give 2 molecules of CH₃CHO. Ozonolysis destroys the stereochemistryincorrect
  3. So. The incorrect statements are B and D, which is option (a).

The idea to keep. Metal catalyst with H₂ adds syn and gives the cis alkene. Na in liquid NH₃ adds anti and gives the trans alkene. Cis isomers are polar and boil higher, and ozonolysis cannot tell cis from trans.

Answer from the NTA final answer key. Solution by PrepWiser.

Study Hydrocarbons — Alkenes & Alkynes

Asked about 90 times in JEE Main since 2020. This question is from 2026.