What is the major product formed when is treated with excess (2 equivalents) in the presence of a metal catalyst?
A
(no reduction occurs)
B
(alkyne and alkene fully reduced to alkane)
C
(alkyne reduced to alkene only)
D
(starting material isomerized)
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1
Identify the functional groups present in the starting molecule. Here, there is an alkyne group (a carbon-carbon triple bond) along with ester functionalities in the molecule.
Recall that treatment with excess hydrogen gas (H\_2) in the presence of a metal catalyst (such as Pd, Pt, or Ni) typically results in catalytic hydrogenation, which reduces multiple bonds like alkynes and alkenes to alkanes.
Understand that 2 equivalents of H\_2 are sufficient to fully reduce an alkyne to an alkane because each equivalent adds hydrogen across one pi bond: the alkyne has two pi bonds, so 2 equivalents fully saturate it.
Note that ester groups are generally not reduced under these catalytic hydrogenation conditions; the catalyst selectively reduces the carbon-carbon multiple bonds without affecting the ester functional groups.
Therefore, the major product will be the molecule where the alkyne is fully reduced to an alkane, while the ester groups remain intact, resulting in a saturated carbon chain where the triple bond was originally located.