Question

Complete the following reactions:
a. `2Me_(3)C--Br` `overset (Ag_(2)CO_(3)) underset (Delta) rarr` (A)
b. `MeOH + MeCH=O + HCI (g) rarr (B)`
c. `MeOH + H_(2)C=O + HCI (g) rarr (C)`
d.

Answer 1

a. `A = Me_(3)C--O--Me_(3)` (Di-t-butyl ether)
`Ag^(o+)` reacts with `Br^(o+)` leaving `Me_(3)C^(o+)` which reacts with `CO_(3)^(2-)` to give `Me_(3)C--OCO_(2)^(-)`. The latter loses `CO_(2)` leaving `Me_(3)CO^(-)` which reacts with `Me_(3)C^(o+)` to give the product. Due to steric hindrance, the yield is less.
Mechanism :

b.
c.
d. It is an example of Friedel-Crafts type addition to a double bond.

e. It is an example of organometallic coupling reaction.