Engineering
Chemistry
Test of Alkenes and alkynes
Question

A reaction of propyne with Hg2+ is run in methanol (CH3OH) in the absence of water, but in the presence of a strong acid (H+) with a non-nucleophilic counterion. If this reaction follows a typical mechanism of electrophilic addition, what would be the expected product ?

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Solution
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(A) This is an electrophilic addition reaction, so addition of – OMe group should take place. Ketone formation not possible.

(B) Anion formed due to electrophilic addition is more stable at outer carbon than middle one, so addition should be at middle carbon.
(C) Same reason as (B)
(D) After first – OMe addition, second addition also should be at middle one because again anion is more stable at outer carbon.
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