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Merck

477222

Sigma-Aldrich

4-Chloroaniline

purified by sublimation, ≥99%

Sinónimos:

1-Amino-4-chlorobenzene, 4-Chlorophenylamine, p-Chloroaniline

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About This Item

Fórmula lineal:
ClC6H4NH2
Número de CAS:
Peso molecular:
127.57
Beilstein/REAXYS Number:
471359
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

4.4 (vs air)

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

signalword

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

Storage Class

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

wgk_germany

WGK 3

flash_point_f

248.0 °F - closed cup

flash_point_c

120.0 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


Certificados de análisis (COA)

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Oxidative co-oligomerization of guaiacol and 4-chloroaniline.
Simmons KE, et al.
Environmental Science & Technology, 23(1), 115-121 (1989)
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)
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
Brian J Rasimick et al.
Journal of endodontics, 34(12), 1521-1523 (2008-11-26)
The combination of chlorhexidine and EDTA produces a white precipitate. The aim of this study was to determine if the precipitate involves the chemical degradation of chlorhexidine. The precipitate was produced and redissolved in a known amount of dilute trifluoroacetic

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