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185310

Sigma-Aldrich

4-Nitroaniline

≥99%

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Synonym(s):
1-Amino-4-nitrobenzene, 4-Amino-1-nitrobenzene, 4-Nitro-1-aminobenzene, 4-Nitrobenzenamine, p-Aminonitrobenze
Linear Formula:
O2NC6H4NH2
CAS Number:
Molecular Weight:
138.12
Beilstein/REAXYS Number:
508690
EC Number:
MDL number:
eCl@ss:
39032009
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥99%

form

powder or crystals

bp

260 °C/100 mmHg (lit.)

mp

146-149 °C (lit.)

solubility

ethanol: soluble 25 mg/mL, slightly hazy, yellow to brownish-yellow
water: slightly soluble

SMILES string

Nc1ccc(cc1)[N+]([O-])=O

InChI

1S/C6H6N2O2/c7-5-1-3-6(4-2-5)8(9)10/h1-4H,7H2

InChI key

TYMLOMAKGOJONV-UHFFFAOYSA-N

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1 of 4

This Item
N97808.2229231569
4-Nitroaniline ≥99%

185310

4-Nitroaniline

2-Nitroaniline 98%

N9780

2-Nitroaniline

4-Nitroaniline for synthesis

8.22292

4-Nitroaniline

4-Nitroaniline analytical standard

31569

4-Nitroaniline

solubility

ethanol: soluble 25 mg/mL, slightly hazy, yellow to brownish-yellow, water: slightly soluble

solubility

-

solubility

0.5 g/L

solubility

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

form

powder or crystals

form

crystals

form

solid

form

-

bp

260 °C/100 mmHg (lit.)

bp

284 °C (lit.)

bp

>331 °C/1013 hPa (decomposition)

bp

260 °C/100 mmHg (lit.)

mp

146-149 °C (lit.)

mp

70-73 °C (lit.)

mp

148 °C

mp

146-149 °C (lit.)

General description

4-Nitroaniline forms molecular adducts with 4-amino benzoic acid. It reacts with nitrite ion in hydrochloric acid medium to form 4-nitrophenyldiazonium chloride, which couples with naphth-1-ol in alkaline medium to give a purple azo dye. Photocatalytic degradation of 4-nitroaniline in the presence of TiO2 suspensions in a batch and continuous annular reactor has been studied.

Application

4-Nitroaniline can be used to prepare:
  • p

  • -Phenylenediamine using various catalytic systems.
  • Poly(4-nitroaniline) thin films for optoelectronic applications.
  • An adduct with picric acid.
  • A crystalline N-(4-nitrophenyl)-β-alanine by reacting with acrylic acid.

Product of chromogenic reactions.

pictograms

Skull and crossbonesHealth hazard

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 3 - STOT RE 2

Storage Class

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

415.4 °F - closed cup

flash_point_c

213.0 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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Customers Also Viewed

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Extraction-spectrophotometric determination of sub-microgram amounts of nitrite using 4-nitroaniline and naphth-1-ol.
Baveja AK, et al.
Analyst, 106(1266), 955-959 (1981)
A simple and highly efficient route for the preparation of p-phenylenediamine by reducing 4-nitroaniline over commercial CdS visible light-driven photocatalyst in water
Wu W, et al.
Green Chemistry, 14(6), 1705-1709 (2012)
Photocatalytic degradation of 4-nitroaniline using solar and artificial UV radiation.
Gautam S, et al.
Chemical Engineering Journal, 110(1), 129-137 (2005)
4-Nitroaniline-picric acid (2/1)
Li Y-J
Acta Crystallographica Section E, Structure Reports Online, 65(10), o2566-o2566 (2009)
Facile synthesis of spin-coated poly (4-nitroaniline) thin film: Structural and optical properties
Abed-Elmageed AAI, et al.
Optical Materials, 109(6), 110378-110378 (2020)

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