Skip to Content
Merck
All Photos(1)

Documents

185310

Sigma-Aldrich

4-Nitroaniline

≥99%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
O2NC6H4NH2
CAS Number:
100-01-6
Molecular Weight:
138.12
Beilstein:
508690
EC Number:
202-810-1
MDL number:
MFCD00007858
UNSPSC Code:
12352100
eCl@ss:
39032009
PubChem Substance ID:
24850683
NACRES:
NA.22

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

Looking for similar products? Visit Product Comparison Guide

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
GHS06,GHS08

Signal Word

Danger

Hazard Classifications

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

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 1

1 of 1

4-Aminobenzonitrile 98%

Sigma-Aldrich

147753

4-Aminobenzonitrile

Photocatalytic degradation of 4-nitroaniline using solar and artificial UV radiation.
Gautam S, et al.
Chemical Engineering Journal, 110(1), 129-137 (2005)
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)
The utility of 4-aminobenzoic acid in promotion of hydrogen bonding in crystallization processes.
Smith G, et al.
Journal of Chemical Crystallography, 27(5), 307-317 (1997)
Kumi Y Inoue et al.
Innate immunity, 18(2), 343-349 (2011-08-17)
Here, we report the development of an electrochemical detection method for endotoxin based on the Limulus amebocyte lysate (LAL) assay. A mixture of LAL reagent and endotoxin sample solution was incubated for 1 h. The endotoxin activated a cascade reaction
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service