JEE Advanced levelOne or more correct optionsDifficulty 3 of 3ro019
5-Methoxypent-2-yne is CHX3−C≡C−CHX2CHX2−O−CHX3. Which statements are correct?
AHX2 over Lindlar catalyst gives (Z)-5-methoxypent-2-ene.
BNa in liquid NHX3 gives (E)-5-methoxypent-2-ene.
CExcess HX2 over Pd-C gives 1-methoxypentane.
DNa in liquid NHX3 and HX2/Lindlar give the same stereoisomer of the alkene.
Answer: A, B, C
Lindlar gives syn addition (Z); Na/NHX3 gives anti addition (E); full hydrogenation gives CHX3CHX2CHX2CHX2CHX2OCHX3 with the ether intact. The two partial reductions give opposite stereoisomers, so D is false.