Home
Class 11
CHEMISTRY
When propyne is treated with aqueous H2S...

When propyne is treated with aqueous `H_2SO_4` in the presence of `HgSO_4`, the major product is:

A

(a) Propanal

B

(b) Propyl hydrogen sulphate

C

(c) Acetone

D

(d) Propanol

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem of what major product is formed when propyne is treated with aqueous H₂SO₄ in the presence of HgSO₄, we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Reactants**: - The reactant is propyne (C₃H₄), which has the structure CH₃-C≡CH. - The reagents are aqueous sulfuric acid (H₂SO₄) and mercuric sulfate (HgSO₄). 2. **Protonation of the Alkyne**: - The triple bond in propyne is nucleophilic and will attack a proton (H⁺) from the sulfuric acid. - This results in the formation of a carbocation intermediate. The more stable carbocation will be formed, which is the one at the more substituted carbon. - The reaction can be represented as: \[ CH₃-C≡CH + H⁺ \rightarrow CH₃-C^+(H)-CH₂ \] 3. **Nucleophilic Attack by Water**: - Water (H₂O) acts as a nucleophile and attacks the carbocation, leading to the formation of an alcohol. - The reaction can be represented as: \[ CH₃-C^+(H)-CH₂ + H₂O \rightarrow CH₃-C(OH)(H)-CH₂ \] 4. **Deprotonation**: - The alcohol formed will lose a proton (H⁺) to form a double bond, resulting in an enol. - The reaction can be represented as: \[ CH₃-C(OH)(H)-CH₂ \rightarrow CH₃-C(=CH₂)-OH \] 5. **Keto-Enol Tautomerization**: - The enol can undergo tautomerization to form a ketone. The enol form is less stable than the keto form. - The keto form of the product is acetone (CH₃-CO-CH₃). - The reaction can be represented as: \[ CH₃-C(=CH₂)-OH \rightarrow CH₃-CO-CH₃ \] 6. **Final Product**: - The major product of the reaction is acetone (CH₃COCH₃). ### Conclusion: The major product formed when propyne is treated with aqueous H₂SO₄ in the presence of HgSO₄ is acetone (option C).

To solve the problem of what major product is formed when propyne is treated with aqueous H₂SO₄ in the presence of HgSO₄, we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Reactants**: - The reactant is propyne (C₃H₄), which has the structure CH₃-C≡CH. - The reagents are aqueous sulfuric acid (H₂SO₄) and mercuric sulfate (HgSO₄). ...
Doubtnut Promotions Banner Mobile Dark
|

Topper's Solved these Questions

  • ALKYNES

    CENGAGE CHEMISTRY ENGLISH|Exercise Exercises (Archives - Fill in the Blanks Type)|3 Videos
  • ALKYNES

    CENGAGE CHEMISTRY ENGLISH|Exercise Exercises (Archives - Analytical and Desriptive Type)|4 Videos
  • ALKYNES

    CENGAGE CHEMISTRY ENGLISH|Exercise Exercises (Single Correct Answers Type)|30 Videos
  • ALKENES AND ALKADIENES

    CENGAGE CHEMISTRY ENGLISH|Exercise Single correct Answer|14 Videos
  • APPENDIX - INORGANIC VOLUME 1

    CENGAGE CHEMISTRY ENGLISH|Exercise chapter-7 Single correct answer|1 Videos

Similar Questions

Explore conceptually related problems

When nitrobenzene is treated with Br_(2) in presence of FeBr_(3) , the major product formed is m- bromo - nitrobenzene. Statement which is related to obtain the m- isomer is

When acetylene is passed through dil. H_(2)SO_(4) in the presence of HgSO_(4) , the compound formed is

Knowledge Check

  • When ethylene glycol is heated with oxalic acid in the presence of conc. H_(2)SO_(4) , the product formed is :

    A
    B
    C
    D
  • Similar Questions

    Explore conceptually related problems

    Propene when reacted with water in the presence of H_2SO_4 gives ______

    A hydrocarbon (V.D. = 27) containing C = 88.88% decolourised KMnO_4 solution and bromine water with evolution of HBr. It gave no precipitate with either ammoniacal silver nitrate or cuprous chloride solution. When treated with dil. H_2 SO_4 in the presence of HgSO_4 , it gave methyl ethyl ketone. What is the hydrocarbon ?

    An alcohol A, when heated with conc. H_(2)SO_(4) gives an alkene B. When B is bubbled through bromine water and the product obtained is dehydrohalogenated with exccess of sodamide, a new compound C is obtained. The compound C gives D when treated with warm dilute H_(2)SO_(4) in the presence of HgSO_(4) . D can also be obtained either byh oxidising A with KMnO_(4) or form acetic acid through its calcium salt. Identify A, B, C, and D.

    When propyne is treated with aqueous (underset(2)(H)Sunderset(4)(O)) in presence of (HgS(4)(O)) , the major product is

    When B is reacted with conc. H_2 SO_4 , the gaseous product is

    Chlorobenzene reacts with trichloro acetaldehyde in the presence of H_(2)SO_(4) The major product formed is :

    If sucrose is treated with conc. H_(2)SO_(4) , the product formed is