Question

Predict the correct intermediate and product in the following
reaction : [2017]

H₃C - C ≡ CH □(→┴H₂O, H₂SO₂ )Intermediate → product
(A) (B)
(a) A : H₃C – C = CH B : H₃C – C = CH₂
| |
OH SO₄
(b) A : H₃C – C = CH₃ B : H₃C – C = CH
|
O
(c) A : H₃C – C = CH₂ B : H₃C – C = CH₃
| ||
OH O
(d)A : H₃C – C = CH₂ B : H₃C – C = CH₃
| ||
SO₄ O

Answer 1

Explanation:

: H₃C – C = CH₂ B : H₃C – C = CH₃

| ||

SO₄ O

Answer 2

Option C is correct.

Explanation:

• The reactant is the propyne.

• Propyne in presence of dilute sulphuric acid and Hg2+ ions is the markonikoff addition of water molecule in the double bond.

• But the double bond is not totally vanished.

• Its hydrolysed upto the enol stage.

• At this stage the alkene has a hydroxyl group at the alpha carbon.

• So this enol undergoes a tautomerism with the keto form.

• So the indermediate is the propene 2 ol.

• The product is propanone.

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