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477222

Sigma-Aldrich

4-Chloroaniline

purified by sublimation, ≥99%

Synonym(s):

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

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About This Item

Linear Formula:
ClC6H4NH2
CAS Number:
106-47-8
Molecular Weight:
127.57
Beilstein:
471359
EC Number:
203-401-0
MDL number:
MFCD00007835
UNSPSC Code:
12352100
PubChem Substance ID:
24871344
NACRES:
NA.22
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vapor density

4.4 (vs air)

Quality Level

100

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.)

functional group

chloro

SMILES string

Nc1ccc(Cl)cc1

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1 of 4

This Item
35823C22415PHR1200
4-Chloroaniline purified by sublimation, ≥99%

477222

4-Chloroaniline

4-Chloroaniline PESTANAL®, analytical standard

35823

4-Chloroaniline

4-Chloroaniline 98%

C22415

4-Chloroaniline

p-Chloroaniline Pharmaceutical Secondary Standard; Certified Reference Material

PHR1200

p-Chloroaniline

assay

≥99%

assay

-

assay

98%

assay

-

Quality Level

100

Quality Level

100

Quality Level

200

Quality Level

300

form

crystals, solid, powder

form

-

form

chips, crystals or chunks

form

-

mp

67-70 °C (lit.)

mp

67-70 °C (lit.)

mp

67-70 °C (lit.)

mp

67-70 °C (lit.)

bp

232 °C (lit.)

bp

232 °C (lit.)

bp

232 °C (lit.)

bp

232 °C (lit.)

vapor density

4.4 (vs air)

vapor density

4.4 (vs air)

vapor density

4.4 (vs air)

vapor density

4.4 (vs air)

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.[1] The formation of various oligomers by polymerization of 4-ClA with guaiacol in an aqueous solution containing oxidoreductases has been reported.[2] 4-ClA undergoes decomposition via oxidation by fusarium oxysporum, a soil fungus.[3]

Application

4-Chloroaniline may be used to synthesize:
  • 4-chloronitrosobenzene[4]
  • 2-bromo-4-chloroaniline[5]
  • 2,6-dibromo-4-chloroaniline[5]

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

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

248.0 °F - closed cup

Flash Point(C)

120.0 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves
  • Specification Sheet

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    Certificates of Analysis (COA)

    Lot/Batch Number
    MKBZ6909V
    MKBZ5150V
    MKBW7464V
    MKBQ2483V
    MKBN9195V

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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
    D Mortenson et al.
    International endodontic journal, 45(9), 878-882 (2012-04-11)
    To determine if the formation of para-chloroaniline (PCA) can be avoided by using an alternative irrigant following sodium hypochlorite but before chlorhexidine. Fifty-five single-rooted teeth were decoronated, instrumented to size 40, .06 taper whilst being irrigated with 14% ethylene-diamine-tetra-acetic acid
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