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Which of the statements are correct? R...

Which of the statements are correct?
`R--=-R^'underset(+EtOH)overset(Na+liq. NH_3)rarr(A)overset(Br_2//C Cl_4)rarrB+C`
where (B) and (C) are:

A

(a) Enantiomers if `R!=R^'`.

B

(b) Diastereomers if `R!=R^'`.

C

(c) Both are meso and hence the same compound if `R=R^'`.

D

(d) An equimolar mixture of (B) and (C) is a racemic mixture
if `R!=R^'`.

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question regarding the reactions and the nature of the products B and C, we will analyze the given reactions step by step. ### Step 1: Identify the Reactants The reaction starts with an alkyne denoted as \( R \equiv R' \). For our analysis, we can assume: - \( R = \text{CH}_3 \) (methyl group) - \( R' = \text{C}_2\text{H}_5 \) (ethyl group) ### Step 2: Reaction with Sodium in Liquid Ammonia The first step involves the reaction of the alkyne with sodium (Na) in the presence of liquid ammonia (NH₃) and ethanol (EtOH). This reaction leads to the formation of a trans-alkene due to anti-addition: - The product formed is \( A \), which can be represented as: \[ \text{C}_2\text{H}_5 - \text{C}(\text{H}) = \text{C}(\text{H}) - \text{CH}_3 \] This structure has one ethyl group and one methyl group, along with a double bond. ### Step 3: Bromination of the Alkene Next, the alkene \( A \) undergoes bromination in the presence of \( \text{Br}_2 \) and \( \text{CCl}_4 \). This reaction also results in anti-addition: - The bromination of \( A \) produces two products \( B \) and \( C \): - \( B \) and \( C \) will be enantiomers since they are formed from a chiral center created during the bromination. ### Step 4: Analyze the Products Since \( R \) and \( R' \) are different (methyl and ethyl), the products \( B \) and \( C \) will be: - Enantiomers (due to the presence of one chiral center). - A racemic mixture (equal amounts of both enantiomers). ### Step 5: Consider the Case When \( R = R' \) Now, if we consider the case where both \( R \) and \( R' \) are the same (e.g., both are methyl groups): - The product \( A \) would be a trans-alkene with two identical groups. - The bromination would yield a meso compound, which has a plane of symmetry. ### Conclusion Based on the analysis: - When \( R \neq R' \), \( B \) and \( C \) are enantiomers and form a racemic mixture. - When \( R = R' \), the product is a meso compound. ### Correct Statements 1. **Statement A**: Correct (B and C are enantiomers). 2. **Statement C**: Correct (B and C form a racemic mixture). 3. **Statement D**: Correct (when R = R', the product is a meso compound). ### Final Answer The correct statements are A, C, and D. ---

To solve the question regarding the reactions and the nature of the products B and C, we will analyze the given reactions step by step. ### Step 1: Identify the Reactants The reaction starts with an alkyne denoted as \( R \equiv R' \). For our analysis, we can assume: - \( R = \text{CH}_3 \) (methyl group) - \( R' = \text{C}_2\text{H}_5 \) (ethyl group) ### Step 2: Reaction with Sodium in Liquid Ammonia ...
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