Nitrobenzene as a Synthetic Starting Material

Nitrobenzene is a versatile compound that may be converted into a wide variety of substituted benzenes. Five such syntheses are shown below. In each reaction box above an arrow enter letters designating the reagents and conditions, selected from the list at the bottom of the page, that would effect the transformation. The reagents must be entered in the answer box in the correct order of their use. You may assume appropriate heating or cooling takes place, and more than one equivalent of the reagent may be used if needed.

Reactant Reagent Product Answer
Evaluation

Response Box


nitrobenzene









REAGENTS
A.
H2
Ni catalyst
B.
KBr &
Cu2Br2
C.
KCN &
Cu2(CN)2
D.
HNO2
0 C
E.
CH3I &
pyridine
F.
Cl2 &
FeCl3
G.
NaOH
10% solution
H.
(CH3CO)2O
pyridine
I.
HNO3 &
H2SO4


This script written by William Reusch, Dept. of Chemistry, Michigan State University. Please send comments and corrections to whreusch@pilot.msu.edu.