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PhC-=CMeoverset(Hg^(2+)+H^(o+))to(A). T...

`PhC-=CMeoverset(Hg^(2+)+H^(o+))to(A).
The compound `(A)` is:

A

a.

B

b.

C

c.

D

d.

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The correct Answer is:
To solve the given question, we need to analyze the reaction of the unsymmetrical alkyne with mercuric ion (Hg²⁺) in the presence of an acidic medium. The alkyne in question is PhC≡CMe (phenylacetylene). Here’s a step-by-step breakdown of the reaction: ### Step 1: Formation of the Mercuric Ion Complex The first step involves the attack of the mercuric ion (Hg²⁺) on the triple bond of the alkyne. This results in the formation of a mercuric alkyne complex. The triple bond between the carbon atoms (C≡C) converts to a double bond (C=C) as the mercuric ion forms a bond with one of the carbon atoms. **Hint:** Remember that the mercuric ion acts as an electrophile and will preferentially bond to the carbon that can stabilize the resulting positive charge. ### Step 2: Hydrolysis of the Complex Next, we perform hydrolysis of the mercuric complex. Water (H₂O) acts as a nucleophile and attacks the carbon atom that is bonded to the mercuric ion. Due to resonance stabilization from the phenyl group (Ph), the oxygen in water donates its lone pair to the carbon atom that is more stabilized by the adjacent phenyl group. **Hint:** Consider the stability of the carbocation formed during this step; resonance stabilization plays a crucial role. ### Step 3: Formation of the Intermediate After hydrolysis, we will have an intermediate compound where one carbon has an -OH group (from water) and the other carbon is still bonded to the mercuric ion. The structure at this point is a vinyl alcohol (enol) form. **Hint:** Focus on the structure of the intermediate; it will have an -OH group and a double bond. ### Step 4: Protonation and Rearrangement In the next step, we add an acid (H⁺) which will protonate the -OH group, making it a better leaving group. The mercuric ion (Hg) will be replaced by a hydrogen atom, leading to the formation of a double bond between the two carbon atoms. **Hint:** Understand that this step involves the loss of the mercuric ion and the formation of a more stable alkene. ### Step 5: Tautomerization to Form the Final Product Finally, the compound undergoes tautomerization, where the hydrogen atom shifts to the adjacent carbon atom, resulting in the formation of a ketone. The final product (compound A) is thus a ketone with a phenyl group and an ethyl group. **Hint:** Tautomerization is key in converting the enol form to the more stable ketone form. ### Conclusion The final compound A is a ketone with the structure PhC(=O)CMe, which corresponds to the option given in the question. **Final Answer:** The compound (A) is a ketone, specifically phenylacetone.

To solve the given question, we need to analyze the reaction of the unsymmetrical alkyne with mercuric ion (Hg²⁺) in the presence of an acidic medium. The alkyne in question is PhC≡CMe (phenylacetylene). Here’s a step-by-step breakdown of the reaction: ### Step 1: Formation of the Mercuric Ion Complex The first step involves the attack of the mercuric ion (Hg²⁺) on the triple bond of the alkyne. This results in the formation of a mercuric alkyne complex. The triple bond between the carbon atoms (C≡C) converts to a double bond (C=C) as the mercuric ion forms a bond with one of the carbon atoms. **Hint:** Remember that the mercuric ion acts as an electrophile and will preferentially bond to the carbon that can stabilize the resulting positive charge. ### Step 2: Hydrolysis of the Complex ...
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