Home
Class 12
CHEMISTRY
Ph-CequivC - CH(3) overset(Hg^(2+)//H^(+...

Ph-C`equiv`C - `CH_(3) overset(Hg^(2+)//H^(+))(rarr)`A

A

B

C

D

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to analyze the reaction of the given alkyne (Ph-C≡C-CH₃) with mercuric ion (Hg²⁺) in an acidic medium (H⁺). The process involves hydrolysis, which leads to the formation of a carbonyl compound. Let's break down the steps: ### Step-by-Step Solution: 1. **Identify the Reactant:** The given alkyne is phenylacetylene, represented as Ph-C≡C-CH₃. This molecule contains a phenyl group (Ph) and a terminal alkyne. 2. **Reaction with Mercuric Ion:** The alkyne reacts with mercuric ion (Hg²⁺) in the presence of an acid (H⁺). The reaction involves the formation of a mercuric alkyne complex. The triple bond (C≡C) will coordinate with the Hg²⁺ ion. 3. **Formation of Enol:** After the coordination, the next step involves hydrolysis. Water (H₂O) attacks the carbon atom that is bonded to the mercuric ion, leading to the formation of an enol intermediate. The structure at this stage can be represented as: - Ph-C(OH)=C(Hg) 4. **Tautomerization to Ketone:** The enol form is not stable and undergoes tautomerization to form a ketone. In this case, the hydrogen atom from the hydroxyl group (OH) is transferred to the adjacent carbon atom, resulting in the formation of a carbonyl group (C=O). The final product after tautomerization will be: - Ph-C(=O)-CH₃ (which is acetophenone) 5. **Final Product:** The final product of the reaction is acetophenone (Ph-C(=O)-CH₃). ### Summary of the Reaction: Ph-C≡C-CH₃ + Hg²⁺ + H⁺ → Ph-C(=O)-CH₃ (Acetophenone)
Doubtnut Promotions Banner Mobile Dark
|

Topper's Solved these Questions

  • CARBONL COMPOUNDS

    MOTION|Exercise EXERCISE - 4 LEVEL -I|6 Videos
  • BIOMOLECULES & POLYMERS

    MOTION|Exercise EXERCISE - 4 (LEVEL II)|17 Videos
  • CARBOXYLIC ACID

    MOTION|Exercise Exercise - 4 (LEVEL - 2 )|22 Videos

Similar Questions

Explore conceptually related problems

Ph - C -= C-CH_(3) overset(Hg^(2+)//H_(2)SO_(4)(aq)) to A The major product (A) formed is -

Complete the following reaction : CH_(3)C equiv CH overset(H_(2)O, Hg^(2+)//H^(+))to

Knowledge Check

  • Ph-Cequiv C-CH_(3)overset(Hg^(2+)//H^(+))toA , A is

    A
    B
    C
    D
  • Ph-C-=C-CH_(3) overset(Hg^(2+)//H^(+))toA A is

    A
    B
    C
    D
  • Ph-C-=C-CH_3overset(Hg^(2+)//H^(+))toA,A is :

    A
    B
    C
    D
  • Similar Questions

    Explore conceptually related problems

    Ph-C-=C-CH_3overset(Hg^(2+)//H^+)to A . A is

    CH_(3)-C equiv C-CH_(3)overset(Na//NH_(3)(i))rarrPoverset(OH_(2)l_(2).Zn,Delta)rarr Product is :

    H_(3)C-C-=C-underset(CH_(3))underset(|)N-CH_(3)underset(H_(2)O)overset(Hg^(2+)//H^(+))rarr underset((ii) H_(2)O)overset((i)LAH)rarr X Which statement is incorrect for X?

    In the reaction sequence CH_(3)-CO-CH_(3)overset(C_(2)H_(5)OH//OH^(-))rarr(A) overset(C_(2)H_(5)OH//H^(+))rarr[X] will be

    Which of the following reactions will yield propan-2-ol ? Select the right answer from (a), (b), (c) and (d) I. CH_(2)=CH-CH_(3)+H_(2)O overset(H^(+))(rarr) II. CH_(3)-CHO overset(CH_(3)MgI//H_(2)O)(rarr) III. CH_(2)O underset(H_(2)O)overset(C_(2)H_(5)MgI)(rarr) IV. CH_(2)=CH-CH_(3) overset("Neutral "KMnO_(4))(rarr)