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Merck
CN

C22415

4-Chloroaniline

98%

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24892480
EC Number:
203-401-0
Beilstein/REAXYS Number:
471359
MDL number:
MFCD00007835

Key Documents

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Product Name

4-Chloroaniline, 98%

InChI key

QSNSCYSYFYORTR-UHFFFAOYSA-N

InChI

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

SMILES string

Nc1ccc(Cl)cc1

vapor density

4.4 (vs air)

vapor pressure

0.15 mmHg ( 25 °C)

assay

98%

form

chips
crystals or chunks

bp

232 °C (lit.)

mp

67-70 °C (lit.)

Quality Level

200

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Application

4-Chloroaniline can undergo:
  • Allylation in the presence of ultrasonication to form N-allyl-4-chloroaniline, a precursor for bioactive compounds containing indole and dihydroindole nucleus.
  • Povarov reaction with cyclopentadiene to form C-2 aliphatic substituted tetrahydroquinolines.
  • Mannich reaction with aldehydes and cyclic ketones to form β-amino carbonyl compounds.
  • Nitration to form 4-chloro-3-nitroaniline in the presence of guanidinium nitrate.

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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

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

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
BCCN2286
BCCM0315
BCCL1975
BCCH0605
BCCJ3217

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Factorial study to assess an ultrasonic methodology for the allylation of 4-chloroaniline
Nascimento LFS and Fernandes JPS
Green Processing and Synthesis, 6(2), 203-209 (2017)
Guanidinium nitrate: a novel reagent for aryl nitrations
Ramana MMV, et al.
Tetrahedron Letters, 45(47), 8681-8683 (2004)
Highly efficient one-pot, three-component Mannich reaction catalysed by boric acid and glycerol in water with major `syn?diastereoselectivity
Mukhopadhyay C, et al.
Tetrahedron Letters, 50(29), 4246-4250 (2009)
Lanthanide (III)-catalyzed multi-component aza-Diels-Alder reaction of aliphatic N-arylaldimines with cyclopentadiene.
Powell DA and Batey RA.
Tetrahedron Letters, 44(41), 7569-7573 (2003)
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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