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Identify the alkyne in the following seq...

Identify the alkyne in the following sequence of reactions:
Alkyne `overset(H_(2))underset("Lindlar's catalyst")to(A)overset("Ozonolysis")to(B)overset("Wacker")underset("Process")(larr) (H_(2)C)=CH_(2)`

A

`H_(3)C-C-=C-CH_(3)`

B

`H_(3)C-CH_(2)-C-=CH`

C

`H_(2)C=CH-C-=CH`

D

`HC-=C-CH_(2)-C-=CH`

Text Solution

AI Generated Solution

The correct Answer is:
To identify the alkyne in the given sequence of reactions, we will follow the steps outlined in the video transcript and analyze the reactions systematically. ### Step-by-Step Solution: 1. **Understanding the Reaction Sequence**: - We start with an alkyne, which undergoes hydrogenation in the presence of Lindlar's catalyst to form product A. - Product A then undergoes ozonolysis to yield product B. - Product B can be obtained through the Wacker process from ethylene (H₂C=CH₂). 2. **Identifying Product A**: - The reaction of an alkyne with hydrogen in the presence of Lindlar's catalyst results in the formation of a cis-alkene. - The general structure of an alkyne is R-C≡C-R. When hydrogen is added, it will convert the triple bond to a double bond, resulting in a cis configuration. - Therefore, product A is a cis-alkene. 3. **Ozonolysis of Product A**: - Ozonolysis involves the cleavage of the carbon-carbon double bond and the formation of carbonyl compounds (aldehydes or ketones). - For a cis-alkene, ozonolysis will yield two carbonyl compounds. If we assume the alkene is symmetrical, we can denote it as R-C=C-R, which upon ozonolysis will yield R-C(=O)-H (aldehyde) on both sides. 4. **Identifying Product B**: - The problem states that product B can be obtained through the Wacker process from ethylene (H₂C=CH₂). - The Wacker process typically converts ethylene to acetaldehyde (CH₃CHO). This means that product B must be acetaldehyde. 5. **Determining the Original Alkyne**: - Since product B is acetaldehyde and is derived from ozonolysis of product A, we need to find an alkyne that, when hydrogenated to a cis-alkene and then ozonolyzed, gives acetaldehyde. - The alkyne that fits this description is 2-butyne (C₄H₆), which has the structure CH₃-C≡C-CH₃. - Upon hydrogenation, it forms cis-2-butene (product A). Ozonolysis of cis-2-butene yields two molecules of acetaldehyde (product B). 6. **Final Conclusion**: - The alkyne that fits all these criteria is 2-butyne (C₄H₆). ### Final Answer: The alkyne in the sequence of reactions is **2-butyne**.
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