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p-nitroaniline

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p-nitroaniline

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Also known as para-aminonitrobenzene, 4-nitrobenzenamine, p-nitrophenylamine, PNA, p-nitraniline, p-aminonitrobenzene, 4-nitraniline, 1-amino-4-nitrobenzene

4-Nitroaniline, p-nitroaniline or 1-amino-4-nitrobenzene is an organic compound with the formula C6H6N2O2. A yellow solid, it is one of three isomers of nitroaniline. It is an intermediate in the production of dyes, antioxidants, pharmaceuticals, gasoline, gum inhibitors, poultry medicines, and as a corrosion inhibitor.

Chemical data

Formula
C6H6N2O2
Molecular weight
138.12 g/mol
IUPAC name
4-nitroaniline
SMILES
C1=CC(=CC=C1N)[N+](=O)[O-]
InChIKey
TYMLOMAKGOJONV-UHFFFAOYSA-N
XLogP
1.4
Polar surface area
71.8 Ų
H-bond donors
1
H-bond acceptors
3
Formal charge
0

via PubChem

Wikidata facts

Mass
138.043
Show 14 more facts
MCN code
2921.42.31
vapor pressure
0.00002
boiling point
630
NIOSH Pocket Guide ID
0449
density
1.437
immediately dangerous to life or health
300
melting point
147
flash point
390
solubility
0.08
ionization energy
8.34
time-weighted average exposure limit
6
canonical SMILES
C1=CC(=CC=C1N)[N+](=O)[O-]
chemical formula
C₆H₆N₂O₂
Commons category
4-Nitroaniline
Sources (3)

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Encyclopedic overview

8 sections
Contents
  • Synthesis
  • Applications
  • Laboratory use
  • Carbon snake demonstration
  • Toxicity
  • See also
  • References
  • External links

4-Nitroaniline, p-nitroaniline or 1-amino-4-nitrobenzene is an organic compound with the formula C6H6N2O2. A yellow solid, it is one of three isomers of nitroaniline. It is an intermediate in the production of dyes, antioxidants, pharmaceuticals, gasoline, gum inhibitors, poultry medicines, and as a corrosion inhibitor.

==Synthesis== 4-Nitroaniline is produced industrially via the amination of 4-nitrochlorobenzene: ClC6H4NO2 + 2 NH3 → H2NC6H4NO2 + NH4Cl

Excerpted from Wikipedia’s “p-nitroaniline” article, available under the CC BY-SA 4.0 licence.

Gallery (3)