Given:
- Pd/C partial reduction gives syn-addition product.
- Na/liq.NH3 gives anti-addition product.
Find: Which listed statements are incorrect.
Step 1: Identify X and Y.
For an alkyne, partial hydrogenation with Pd/C gives the cis alkene, while reduction with Na/liq.NH3 gives the trans alkene.
Hence:
- X= cis-but-2-ene
- Y= trans-but-2-ene
Step 2: Check stereochemistry.
Since cis and trans forms differ only in spatial arrangement, they are stereoisomers. So A is correct.
Step 3: Check dipole moment.
In cis-but-2-ene, bond dipoles do not cancel completely, therefore μ=0. In trans-but-2-ene, symmetry causes dipole cancellation, so μ=0 for Y, not for X. Hence B is incorrect.
Step 4: Compare boiling points.
Because cis-but-2-ene is more polar, intermolecular attraction is stronger, so its boiling point is higher than that of trans-but-2-ene. Thus C is correct.
Step 5: Ozonolysis products.
Both geometrical isomers have the same carbon skeleton. On ozonolysis, each double-bond carbon becomes an aldehyde carbon.
CH3CH=CHCH3→2CH3CHOThus both X and Y give the same product, not different products. Therefore D is incorrect.
Conclusion: The incorrect statements are B and D only, so the correct option is D.