- ASn - HCl
- B– Pd/C,
- C
- DNa/liq.
View written solutionFree
Correct answer: D
-
Identify the reaction asked
We need the reagent that reduces an alkyne to a trans-alkene.
-
Recall standard reductions of alkynes
There are two important partial reductions of alkynes:
- Catalytic hydrogenation with poisoned catalyst (Lindlar catalyst) gives cis-alkene.
- Dissolving metal reduction using sodium in liquid ammonia gives trans-alkene.
-
Check each option
A:
This is generally used as a reducing agent for other functional groups (for example nitro groups), not for selective reduction of alkynes to trans-alkenes.
So, A is incorrect.B:
This corresponds to a poisoned palladium catalyst (Lindlar-type reduction). Such reduction adds hydrogen syn, producing a cis-alkene, not trans.
So, B is incorrect.C:
Sodium borohydride reduces carbonyl compounds, but it does not reduce alkynes to alkenes under normal conditions.
So, C is incorrect.D:
This is the dissolving metal reduction of alkynes. It proceeds via anti addition of hydrogen and gives the trans-alkene.
So, D is correct. -
Conclusion
The reagent that forms trans-alkenes from alkynes is:
-
Comparison with stored answer
Stored correct answer: D
Derived answer: D
Hence, they agree.
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