Q.
Derive a series of reactions to convert benzene into metachlorobromobenzene. Select reagents and conditions from the following table, listing them in the order of use.
(1) sulphuric acid (cone.), heat
(2) $Cl_2 + FeCl_3$ and heat
(3) $NaNO_2 + H_3O^{+}, 0^{O}C$
(4) $H_{2,} Pd/C$ catalyst
(5) $Mg$ in ether
(6) $PBr_3$
(7) $H_3PO_2$
(8) $HNO_3$ (cone.) $+ H_2SO_4$ (cone.) and heat
(9) $Cu_2Br_2 + HBr$
(10) $\left(CH_3CO\right)_2O +$ pyridine
Amines
Solution:
Correct answer is (a) 8 then 2 then 4 then 3 then 9