Skip to Content
Merck
All Photos(4)

Documents

C22415

Sigma-Aldrich

4-Chloroaniline

98%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(4)

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:
24892480
NACRES:
NA.22

vapor density

4.4 (vs air)

Quality Level

200

vapor pressure

0.15 mmHg ( 25 °C)

Assay

98%

form

chips
crystals or chunks

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

Looking for similar products? Visit Product Comparison Guide

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.

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

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

Guanidinium nitrate: a novel reagent for aryl nitrations
Ramana MMV, et al.
Tetrahedron Letters, 45(47), 8681-8683 (2004)
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)
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)
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)
Kun Yang et al.
Environmental science & technology, 42(21), 7931-7936 (2008-11-27)
Aqueous adsorption of a series of phenols and anilines by a multiwalled carbon nanotube material (MWCNT15), which depends strongly on the solution pH and the number and types of solute groups, was investigated in this study. The pH-dependent adsorption coefficients
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