Aromatic Substitution

Question 1

Reduction of aryl ketones:

Ketone -> ethyl

Answer 1

[H]
1. Clemmensen Rxn (ethyl):
    Zn(Hg) and HCl
2. Wolff-Kisshner Rxn (propyl):
    H2N-NH2 (hydrazine) and NaOH

Question 2

Oxidation of alkyl benzenes:

Add ester

Answer 2

KMnO4

Question 3

NBS Bromination:

Add Br to alkyl group

Answer 3

NBS and AIBN

Question 4

Reduction of Nitro Groups:

NO2 -> NH2

Answer 4

H2 and Pd/C