Home
Class 12
CHEMISTRY
CH3 -C-= CH underset(1% Hg SO4 ) overs...

`CH_3 -C-= CH underset(1% Hg SO_4 ) overset(40% H_2SO_4 )to A overset("isomerisation ") to CH_3 - underset(O) underset(||)C-CH_3`
Stucture of A and type of isomerism in the above reaction are respectively .

A

Prop-1-en -2 -ol , metamerism

B

Prop-1-en -1-ol , trautomerism

C

prop -2- en -2- ol , geometrical isomerism

D

Prop-1-en- 2-ol tautomerism

Text Solution

AI Generated Solution

The correct Answer is:
To solve the given question step by step, we will analyze the reaction and identify the structure of compound A as well as the type of isomerism involved. ### Step 1: Identify the starting compound The starting compound is CH₃-C≡C-CH₃ (1-butyne). This is an alkyne with a triple bond between the second and third carbon atoms. ### Step 2: Reaction with 1% HgSO₄ When 1% HgSO₄ is added to the alkyne in the presence of sulfuric acid (H₂SO₄), it undergoes hydration. The mercury ion (Hg²⁺) facilitates the formation of a non-classical carbocation. ### Step 3: Formation of the non-classical carbocation The triple bond can be protonated to form a non-classical carbocation. The structure of this carbocation can be represented as follows: - The positive charge is delocalized between the two carbons adjacent to the original triple bond. ### Step 4: Nucleophilic attack by water Water (H₂O) acts as a nucleophile and attacks the carbocation. The more substituted carbon will preferentially bond with the hydroxyl group (OH) from water, leading to the formation of an alcohol. ### Step 5: Formation of compound A After the nucleophilic attack, the resulting compound is an enol (specifically, prop-1-en-2-ol). The structure of compound A is: - CH₃-C(OH)=C-CH₃ (Prop-1-en-2-ol) ### Step 6: Tautomerization to form the ketone The enol can undergo tautomerization to form a ketone. In this case, the enol (A) converts to the ketone: - CH₃-C(=O)-CH₃ (Acetone or Propan-2-one) ### Step 7: Identify the type of isomerism The type of isomerism observed in this reaction is tautomerism. Specifically, it is keto-enol tautomerism, where the enol form (A) converts to the keto form (acetone). ### Final Answer - Structure of A: CH₃-C(OH)=C-CH₃ (Prop-1-en-2-ol) - Type of isomerism: Tautomerism (Keto-enol tautomerism) ---

To solve the given question step by step, we will analyze the reaction and identify the structure of compound A as well as the type of isomerism involved. ### Step 1: Identify the starting compound The starting compound is CH₃-C≡C-CH₃ (1-butyne). This is an alkyne with a triple bond between the second and third carbon atoms. ### Step 2: Reaction with 1% HgSO₄ When 1% HgSO₄ is added to the alkyne in the presence of sulfuric acid (H₂SO₄), it undergoes hydration. The mercury ion (Hg²⁺) facilitates the formation of a non-classical carbocation. ...
Promotional Banner

Topper's Solved these Questions

  • ALDEHYDES ,KETONES AND CARBOXYLIC ACIDS

    MODERN PUBLICATION|Exercise NCERT FILE (NCERT EXEMPLAR PROBLEMS ) (MULTIPLE CHOICE QUESTIONS ( TYPE -II)|6 Videos
  • ALDEHYDES ,KETONES AND CARBOXYLIC ACIDS

    MODERN PUBLICATION|Exercise NCERT FILE (NCERT EXEMPLAR PROBLEMS ) (SHORT ANSWER TYPE QUESTIONS )|19 Videos
  • ALDEHYDES ,KETONES AND CARBOXYLIC ACIDS

    MODERN PUBLICATION|Exercise NCERT FILE (NCERT TEXTBOOK EXERCISES )|20 Videos
  • ALCOHOLS, PHENOLS AND ETHERS

    MODERN PUBLICATION|Exercise UNIT PRACTICE TEST (FOR BOARD EXAMINATION)|12 Videos
  • BIOMOLECULES

    MODERN PUBLICATION|Exercise UNIT PRACTICE TEST FOR BOARD EXAMINATION|13 Videos

Similar Questions

Explore conceptually related problems

CH_(3)C-=CH overset(40% H_(2)SO_(4)) underset(1%HgSO_(4)) toA overset("Isomeristion")to underset(O) underset(||)(CH_(3)-C-CH_(3)) Structure of A and type of isomerism in the above reaction respectively are

Ph-C -= C - CH_3 overset(HgSO_4)underset(H_2SO_4) to A ,

CH_3-overset(CH_3)overset(|)underset(CH_3)underset(|)C-CH_2CH_2CH_2OH overset(H^+)to Alkene The alkene formed in the above reaction will be

A underset( "dil." H_2SO_4) overset(K_2Cr_2O_7) to B underset(H_2O)overset(CH_3MgI) to CH_3-underset(OH)underset(|)overset(CH_3)overset(|)C-CH_3 The reactant A is ________.

2CH_(3)-underset(O)underset(||)(C)-CH_(3) underset(H^(+))overset(Mg//Hg)to Product in the reaction is

CH_(3)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)(C)-CH_(2)-underset(O)underset(||)(C)-NHCH_(3)