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Identify X in the following sequence of ...

Identify X in the following sequence of reactions
`CH_(3) - underset(Br)underset(|)CH-underset(Br)underset(|)-CH_(2)-CH_(2)-CH_(3) overset(1. NaNH_2)underset(2. "Na in liquid" NH_3) rarr X `

A

`CH_(3) - underset(Br)underset(|)CH-underset(NH_2)underset(|)CH-CH_(2)CH_(2)CH_(3)`

B

C

D

`CH_(3)-underset(NH_2)underset(|)CH-underset(NH_2)underset(|)CH-CH_(2)CH_(2)CH_(3)`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to analyze the given sequence of reactions step by step. ### Step 1: Understanding the Starting Material The starting material is: \[ \text{CH}_3 - \text{Br} \quad \text{(1-bromopropane)} \] \[ \text{CH} - \text{Br} \quad \text{(2-bromopropane)} \] \[ \text{CH}_2 - \text{CH}_2 - \text{CH}_3 \quad \text{(propane)} \] This can be represented as: \[ \text{CH}_3 - \text{Br} - \text{CH} - \text{Br} - \text{CH}_2 - \text{CH}_2 - \text{CH}_3 \] ### Step 2: Reaction with NaNH₂ When we treat the compound with sodium amide (NaNH₂), it acts as a strong base and will facilitate an elimination reaction (E2 mechanism). In this case, two moles of HBr will be eliminated from the molecule. ### Step 3: Elimination Reaction The elimination of HBr will lead to the formation of a triple bond (alkyne). The reaction can be summarized as follows: - The bromine atoms are removed, and hydrogen atoms are also removed from adjacent carbon atoms. - This results in the formation of a terminal alkyne. The product after this step will be: \[ \text{CH}_3 - \text{C} \equiv \text{C} - \text{CH}_2 - \text{CH}_2 - \text{CH}_3 \] This is 1-heptyne. ### Step 4: Reduction with Sodium in Liquid Ammonia The next step involves treating the alkyne with sodium in liquid ammonia. This process is known as Birch reduction, which converts alkynes to trans-alkenes. ### Step 5: Formation of the Final Product The Birch reduction will lead to the formation of a trans-alkene. The product will be: \[ \text{CH}_3 - \text{C} = \text{C} - \text{CH}_2 - \text{CH}_2 - \text{CH}_3 \] This compound is 1-heptyne, which will be a trans-alkene. ### Final Answer Thus, the compound X that results from the sequence of reactions is: \[ \text{CH}_3 - \text{C} = \text{C} - \text{CH}_2 - \text{CH}_2 - \text{CH}_3 \]

To solve the problem, we need to analyze the given sequence of reactions step by step. ### Step 1: Understanding the Starting Material The starting material is: \[ \text{CH}_3 - \text{Br} \quad \text{(1-bromopropane)} \] \[ \text{CH} - \text{Br} \quad \text{(2-bromopropane)} \] \[ \text{CH}_2 - \text{CH}_2 - \text{CH}_3 \quad \text{(propane)} \] ...
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