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Consider the following reactions : (I)...

Consider the following reactions :
`(I) Me - underset ((A)) -= - Me overset (H_2 +) underset (Pd + BaSO_4) rarr underset ((B)) ? overset (D_2//Pd//C)rarr (C)`
`(II) Me - underset ((A))-= - Me overset (Na + Liq. NH_3) underset (+EtOH)rarr underset ((D)) ? overset (D_2//Pt//C)rarr (E)`
Which of the following statements are correct ?

A

(B) is cis-but-2-ene and (D) is trans-but-2-ene.

B

(B) is trans-but-2-ene and (D) is cis-but-2-ene.

C

(c) is meso form and (E) is racemic form.

D

(C) is racemic form and (E) is meso form.

Text Solution

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The correct Answer is:
To solve the given reactions and identify the products, let's break down the steps systematically. ### Step 1: Identify the Structure of Compound A The compound A is represented as `Me - underset ((A)) -= - Me`. This indicates that A is but-2-yne, which can be written as: \[ \text{CH}_3\text{C} \equiv \text{CCH}_3 \] ### Step 2: Reaction of A with H2 and Pd/BaSO4 The first reaction involves the reduction of but-2-yne (A) using hydrogen gas (H2) in the presence of palladium (Pd) and barium sulfate (BaSO4). This setup is known as Lindlar's catalyst, which selectively hydrogenates alkynes to cis-alkenes. - **Product B**: The product formed from this reaction is cis-but-2-ene: \[ \text{B} = \text{cis-CH}_3\text{C}=\text{CCH}_3 \] ### Step 3: Reaction of B with D2 and Pd/C Next, we consider the reaction of product B with deuterium gas (D2) in the presence of palladium on carbon (Pd/C). This reaction leads to the formation of a meso compound because the addition of D2 occurs in a symmetrical manner. - **Product C**: The product formed is a meso compound: \[ \text{C} = \text{meso-2,3-dideuterobutane} \] ### Step 4: Identify the Structure of Compound D Now, we analyze the second reaction where compound A (but-2-yne) is treated with sodium (Na) in liquid ammonia (NH3) and ethanol (EtOH). This is known as Birch reduction, which converts alkynes to trans-alkenes. - **Product D**: The product formed from this reaction is trans-but-2-ene: \[ \text{D} = \text{trans-CH}_3\text{C}=\text{CCH}_3 \] ### Step 5: Reaction of D with D2 and Pt/C Finally, we look at the reaction of product D with D2 in the presence of platinum on carbon (Pt/C). This reaction will lead to the formation of a racemic mixture because the addition of D2 occurs in a non-symmetrical manner. - **Product E**: The product formed is a racemic mixture of 2,3-dideuterobutane: \[ \text{E} = \text{racemic-2,3-dideuterobutane} \] ### Summary of Products - **B**: cis-but-2-ene - **C**: meso-2,3-dideuterobutane - **D**: trans-but-2-ene - **E**: racemic-2,3-dideuterobutane ### Conclusion Based on the products identified: - B is cis-but-2-ene (correct) - D is trans-but-2-ene (correct) - C is a meso compound (correct) - E is a racemic mixture (correct)

To solve the given reactions and identify the products, let's break down the steps systematically. ### Step 1: Identify the Structure of Compound A The compound A is represented as `Me - underset ((A)) -= - Me`. This indicates that A is but-2-yne, which can be written as: \[ \text{CH}_3\text{C} \equiv \text{CCH}_3 \] ### Step 2: Reaction of A with H2 and Pd/BaSO4 The first reaction involves the reduction of but-2-yne (A) using hydrogen gas (H2) in the presence of palladium (Pd) and barium sulfate (BaSO4). This setup is known as Lindlar's catalyst, which selectively hydrogenates alkynes to cis-alkenes. ...
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