Skip to Content
MilliporeSigma
All Photos(4)

Key Documents

100900

Sigma-Aldrich

4-Bromoaniline

97%

Synonym(s):

1-Amino-4-bromobenzene, p-Bromoaniline

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
BrC6H4NH2
CAS Number:
Molecular Weight:
172.02
Beilstein/REAXYS Number:
742031
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

solid

mp

56-62 °C (lit.)

SMILES string

Nc1ccc(Br)cc1

InChI

1S/C6H6BrN/c7-5-1-3-6(8)4-2-5/h1-4H,8H2

InChI key

WDFQBORIUYODSI-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

4-Bromoaniline can be used as a starting material for the preparation of:
  • Sharpless asymmetric ligands for dihydroxylation of alkenes.
  • Chemical intermediates such as 4-bromophenyl azide , 4-bromonitrosobenzene , N-(4-bromophenyl)-4-methylbenzenesulfonamide , and ethyl 4-(4-(4-methylphenylsulfonamido)phenyl)butanoate.

It is also used in the surface functionalization of carbon nanotubes via preparation of 4-bromo benzenediazonium derivatives.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - STOT RE 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

A triazine core for a new class of Sharpless asymmetric dihydroxylation ligands
McNamara CA, et al.
Tetrahedron Letters, 45(46), 8527-8529 (2004)
Thermal azide-alkene cycloaddition reactions: straightforward multi-gram access to δ 2-1, 2, 3-triazolines in deep eutectic solvents
Sebest F, et al.
Green Chemistry, 20(17), 4023-4035 (2018)
Photoactive boron-nitrogen-carbon hybrids: from azo-borazines to polymeric materials
Oubaha H, et al.
The Journal of Organic Chemistry, 20(17), 4023-4035 (2019)
Solvent-free functionalization of carbon nanotubes
Dyke CA and Tour JM
Journal of the American Chemical Society, 125(5), 1156-1157 (2003)
Nickel-catalyzed cross-coupling of aryl halides with alkyl halides: Ethyl 4-(4-(4-methylphenylsulfonamido)-phenyl) butanoate
Everson DA, et al.
Organic Syntheses, 90(17), 200-200 (2013)

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