Question

`C_(6)H_(6)+Hg(OCOCH_(3))_(2)overset(HClO_(4))toP` Identify the product:
A. `C_(6)H_(5)HgOCOCH_(3)`
B. `C_(6)H_(5)COCH_(3)`
C. `C_(6)H_(5)CH_(2)CH_(3)`
D. A mixture of (2) and (3)

Answer 1

Correct Answer - A


This electrophilic substitution is an example of direct mercuration here one of the H atoms of benzene is replaced by the acetoxymercuri-group.
Step 1: formation of electrophile
Step 2: Electrophilic substitution:
by similar method, thallium (Tl) may also be introduced into the aromatic ring since a `C-H` bond is broken in the rate-controlling step significant primary isotope is observed i.e., `(K_(H))/(K_(D))=6`.