JEE Main · 2023 · Shift-IhardHC-077

But-2-yne is reacted separately with one mole of Hydrogen as shown below: Identify the incorrect statements from the…

Hydrocarbons · Class 11 · JEE Main Previous Year Question

Question

But-2-yne is reacted separately with one mole of Hydrogen as shown below: imageIdentify the incorrect statements from the options given below: (A) A is more soluble than B. (B) The boiling point and melting point of A are higher and lower than B respectively. (C) A is more polar than B because dipole moment of A is zero. (D) \ceBr2\ce{Br2} adds easily to B than A.

Options
  1. a

    (B) and (C) only

  2. b

    (B), (C) and (D) only

  3. c

    (A), (C) and (D) only

  4. d

    (A) and (B) only

Correct Answerc

(A), (C) and (D) only

Detailed Solution

imageStep 1: Identify A and B

  • Pd/C + H2 (Lindlar conditions): syn addition gives cis-but-2-ene = A
  • Na/liq NH3 (dissolving metal): anti addition gives trans-but-2-ene = B

Step 2: Evaluate Statements

(A) A more soluble than B: Both are nonpolar hydrocarbons with similar solubility. NOT more soluble. (A) INCORRECT.

(B) BP of A higher, MP of A lower than B: cis-but-2-ene: BP = 3.7 C, MP = -138.9 C trans-but-2-ene: BP = 0.9 C, MP = -105.5 C A has higher BP than B (true) and lower MP than B (true). (B) CORRECT.

(C) A more polar, dipole moment of A is zero: cis (A) has non-zero dipole moment; trans (B) has zero dipole moment. So A IS more polar -- but the reason given (dipole of A = zero) is WRONG. (C) INCORRECT.

(D) Br2 adds easily to B than A: Both alkenes react similarly with Br2; no significant difference. (D) INCORRECT.

Incorrect: A, C, D = option (c).

Key Points:

  • cis-but-2-ene (A): non-zero dipole moment; trans (B): zero dipole moment
  • cis isomers: higher BP; trans isomers: higher MP
  • Both isomers have similar reactivity toward Br2

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