Predict the correct intermediate and product in the following reaction : H3C-C CH [HgSO4]H2O, H2SO4 (A)Intermediate (B)Product
- A : H3C- OH |C=CH2 B : H3C- SO4 |C=CH2
- A : H3C- O \|C-CH3 B : H3C-C CH
- A : H3C- OH |C=CH2 B : H3C- O \|C-CH3
- A : H3C- SO4 |C=CH2 B : H3C- O \|C-CH3
Answer
(3) A : H3C- OH |C=CH2 B : H3C- O \|C-CH3
Solution
As per NCERT, alkynes add water in the presence of HgSO4 and dilute H2SO4 at 333 K to give carbonyl compounds.
Markovnikov addition of H+ and OH- to propyne gives the enol (A):
H3C-C CH [HgSO4]H2O, H2SO4 H3C- OH |C=CH2
The enol is unstable and tautomerises to the ketone (B), propanone:
H3C- OH |C=CH2 H3C- O \|C-CH3
Answer: (3)