Question

1. Synthesis of disubstituted benzenes involves two steps, each introducing one of the functional groups. For the synthesis of p-chlorosulfonic acid, select the reagent for each step and draw the structure of the monosubstituted intermediate compound.

REAGENT OPTIONS: ONLY PICK ONE LETTER FOR EACH STEP

a) Cl2, PEROXIDEb) Cl2, FeCl3c)SO3, H2SO4d) SO2Cl2

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2. Draw the structure of the major product of each step in the following three-step synthesis. Show the formal charges, where applicable.

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3.Below are shown structures of four possible bromination products of toluene.

Indicate the product or products formed in significant amounts when bromine reacts with toluene under each of the following catalytic conditions:(NOTE)CHOOSE FROMTHE ABOVE FOUR OPTIONS

(i) Br2 in the presence of peroxide catalyst?

(ii) Br2 in the presence of FeBr3?

Answer 1

For the first step the reagent is Cl2/FeCl3 then the intermediate product will be chloro benzene. In this chloro benzene Cl is a ortho para directorygroup so upon sulphonation it gives p-chlorosulfonic acid.

the intermediate product structure is as follows