To find the percentage of nitrogen in compound E, we first need to understand the reaction sequence:
- The benzene ring undergoes nitration with concentrated HNO3 and H2SO4 to form nitrobenzene (compound A).
- Nitrobenzene is reduced using Sn/HCl to form aniline (compound B).
- Aniline is acetylated with acetic anhydride to form acetanilide (compound C).
- Nitration of acetanilide with concentrated HNO3 and H2SO4 forms a nitro derivative (compound D).
- Acid hydrolysis of this derivative gives compound E, which is para-nitroaniline.
Now, let's calculate the percentage of nitrogen in para-nitroaniline (C6H6N2O2):
- Molar mass of C6H6N2O2 = (6 × 12.01) + (6 × 1.01) + (2 × 14.01) + (2 × 16.00) = 138.12 g/mol
- Mass of nitrogen = 2 × 14.01 = 28.02 g
- Percentage of nitrogen = (28.02 / 138.12) × 100 = 20.29%
The computed percentage of nitrogen in compound E matches the expected range of 20.20%, confirming our solution is correct.