Identify reagents that can be used to convert acetylene into trans-3-hexene.Select answer from the options below1) NaNH2; 2) CH3CH2I; 3) NaNH2; 4) CH3CH2I; 5) NaNH21) NaNH2; 2) CH3CH2I; 3) NaNH2; 4) CH3CH2I; 5) H2, Lindlar's catalyst1) excess NaNH2; 2) excess CH3CH2I; 3) Na, NH3 (liq)1) NaNH2; 2) CH3CH2I; 3) NaNH2; 4) CH3CH2I; 5) Na, NH3 (liq)
Question
Identify reagents that can be used to convert acetylene into trans-3-hexene.Select answer from the options below1) NaNH2; 2) CH3CH2I; 3) NaNH2; 4) CH3CH2I; 5) NaNH21) NaNH2; 2) CH3CH2I; 3) NaNH2; 4) CH3CH2I; 5) H2, Lindlar's catalyst1) excess NaNH2; 2) excess CH3CH2I; 3) Na, NH3 (liq)1) NaNH2; 2) CH3CH2I; 3) NaNH2; 4) CH3CH2I; 5) Na, NH3 (liq)
Solution
The correct sequence of reagents to convert acetylene into trans-3-hexene is:
- excess NaNH2;
- excess CH3CH2I;
- Na, NH3 (liq)
Here's the step-by-step explanation:
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The first step involves the use of excess NaNH2, which is a strong base. This reagent is used to deprotonate acetylene, generating a carbanion.
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The second step involves the use of excess CH3CH2I. This reagent reacts with the carbanion generated in the first step, leading to the formation of a new carbon-carbon bond. The excess of this reagent ensures that both sides of the acetylene molecule are reacted.
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The final step involves the use of sodium metal in liquid ammonia (Na, NH3 (liq)). This is a reduction step, which converts the triple bond into a double bond. The specific conditions of this reaction (sodium in liquid ammonia) ensure that the product is the trans isomer of the alkene, which is trans-3-hexene.
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