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. [figure] Identify the incorrect statements. Choose the correct answer from the options given below :
- B and D Only
- A and C Only
- A and B Only
- B and C Only
Answer
(1) B and D Only
Solution
With one mole of H2 on Pd/C, both H atoms add from the catalyst surface on the same side (syn addition) X = cis-but-2-ene
Reduction with Na/liq. NH3 gives anti addition Y = trans-but-2-ene
[figure]
A. X and Y are geometrical isomers, i.e. stereoisomers correct
B. In cis-but-2-ene the two C-CH3 bond moments do not cancel, so its dipole moment is not zero incorrect
C. cis-But-2-ene is polar, so it has stronger dipole–dipole attractions and a higher boiling point (277 K) than trans-but-2-ene (274 K) correct
D. Ozonolysis of both gives the same product, two molecules of ethanal (CH3CHO) incorrect
Incorrect statements: B and D
Answer: (1)