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477222

Sigma-Aldrich

4-Chloroaniline

purified by sublimation, ≥99%

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Synonym(s):
1-Amino-4-chlorobenzene, 4-Chlorophenylamine, p-Chloroaniline
Linear Formula:
ClC6H4NH2
CAS Number:
Molecular Weight:
127.57
Beilstein:
471359
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

4.4 (vs air)

Quality Level

vapor pressure

0.15 mmHg ( 25 °C)

Assay

≥99%

form

crystals
powder
solid

purified by

sublimation

bp

232 °C (lit.)

mp

67-70 °C (lit.)

SMILES string

Nc1ccc(Cl)cc1

InChI

1S/C6H6ClN/c7-5-1-3-6(8)4-2-5/h1-4H,8H2

InChI key

QSNSCYSYFYORTR-UHFFFAOYSA-N

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General description

4-Chloroaniline (4-ClA) is a chlorinated aromatic amine that is formed as an intermediate during the microbial decomposition of phenylurea and phenylcarbamate. The formation of various oligomers by polymerization of 4-ClA with guaiacol in an aqueous solution containing oxidoreductases has been reported. 4-ClA undergoes decomposition via oxidation by fusarium oxysporum, a soil fungus.

Application

4-Chloroaniline may be used to synthesize:
  • 4-chloronitrosobenzene
  • 2-bromo-4-chloroaniline
  • 2,6-dibromo-4-chloroaniline

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1B - Skin Sens. 1

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

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’.

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The action of chloride peroxidase on 4-chloroaniline. N-oxidation and ring halogenation.
Corbett MD, et al.
The Biochemical Journal, 187(3), 893-903 (1980)
Oxidative co-oligomerization of guaiacol and 4-chloroaniline.
Simmons KE, et al.
Environmental Science & Technology, 23(1), 115-121 (1989)
Microbial oxidation of 4-chloroaniline.
D D Kaufman et al.
Journal of agricultural and food chemistry, 21(1), 127-132 (1973-01-01)
M D Corbett et al.
The Biochemical journal, 175(2), 353-360 (1978-11-01)
The incubation of 4-chloroaniline with chloroperoxidase and H2O2 resulted in a rapid formation of 4-chloronitrosobenzene. This enzymic oxidation displayed a pH optimum at 4.4 with a Km of 8.1x10(-4)M and catalytic-centre activity of 312. The initial rate of the reaction
Kun Yang et al.
Environmental science & technology, 44(8), 3021-3027 (2010-03-06)
Competitive adsorption between nonpolar organic compounds and polar ionic organic compounds (IOCs) on carbon nanotubes (CNTs) is essential for application of CNTs as superior sorbents and for environmental risk assessment of both CNTs and organic contaminants. It was observed in

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