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Merck
CN

185310

4-Nitroaniline

≥99%

Synonym(s):

1-Amino-4-nitrobenzene, 4-Amino-1-nitrobenzene, 4-Nitro-1-aminobenzene, 4-Nitrobenzenamine, p-Aminonitrobenze

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About This Item

Linear Formula:
O2NC6H4NH2
CAS Number:
Molecular Weight:
138.12
Beilstein/REAXYS Number:
508690
NACRES:
NA.22
PubChem Substance ID:
eCl@ss:
39032009
UNSPSC Code:
12352100
EC Number:
202-810-1
MDL number:
Assay:
≥99%
Form:
powder or crystals
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Quality Segment

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

functional group

nitro

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

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.


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pictograms

Skull and crossbonesHealth hazard

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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

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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