Draw the organic product of the following reaction.
$$
\mathrm{H}_{3} \mathrm{C}-\mathrm{CH}_{2}-\mathrm{C} \equiv \mathrm{C}-\mathrm{CH}_{2}-\mathrm{CH}_{3}
$$
$\mathrm{Li} / \mathrm{NH}_{3}$
- You do not have to consider stereochemistry.
- You do not have to explicitly draw $\mathrm{H}$ atoms.

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Accepted Answer

∻Solution∻ ‖ 1 ⋮ **Identify the reaction type**: The given reaction involves a hydrocarbon with a triple bond (an alkyne) and the reagents $\mathrm{Li} / \mathrm{NH}_{3}$. This is indicative of a reduction reaction, specifically a Birch reduction. ‖ ‖ 2 ⋮ **Determine the product**: In a Birch reduction, the alkyne is partially reduced to a trans-alkene. The triple bond becomes a double bond with one hydrogen added to each of the carbons that were previously triple-bonded, in a trans configuration. Since stereochemistry is not a consideration here, we will simply draw the alkene. ‖ ‖ 3 ⋮ **Draw the organic product**: The product of the reaction will be $\mathrm{H}_{3}\mathrm{C}-\mathrm{CH}_{2}-\mathrm{C}=\mathrm{C}-\mathrm{CH}_{2}-\mathrm{CH}_{3}$, with the double bond between the two central carbon atoms. ‖ ∻Answer∻ ⚹ $\mathrm{H}_{3}\mathrm{C}-\mathrm{CH}_{2}-\mathrm{C}=\mathrm{C}-\mathrm{CH}_{2}-\mathrm{CH}_{3}$ ⚹ ∻Key Concept∻ ⚹ Birch reduction of alkynes ⚹ ∻Explanation∻ ⚹ The Birch reduction converts an alkyne to a trans-alkene by adding hydrogen atoms to each of the carbons that were involved in the triple bond. ⚹◊What is the organic product of the reaction between the hydrocarbon reactant with a triple bond and $Li/NH3$ as the reagent, without considering stereochemistry and explicitly drawing hydrogen atoms?⍭ Generate me a similar question◊

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