Skip to Content
Merck
All Photos(1)

Key Documents

124087

Sigma-Aldrich

2-Bromo-4-methylaniline

98%

Synonym(s):

2-Bromo-p-toluidine, 4-Amino-3-bromotoluene

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
BrC6H3(CH3)NH2
CAS Number:
Molecular Weight:
186.05
Beilstein:
1931711
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.602 (lit.)

bp

240 °C (lit.)

mp

14-16 °C (lit.)

density

1.5 g/mL at 25 °C (lit.)

functional group

bromo

SMILES string

Cc1ccc(N)c(Br)c1

InChI

1S/C7H8BrN/c1-5-2-3-7(9)6(8)4-5/h2-4H,9H2,1H3

InChI key

UVRRJILIXQAAFK-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

2-Bromo-4-methylaniline participates in palladium catalyzed selective amination of 3-bromoquinoline to yield 3-(2-bromo-4-methylphenylamino) quinoline. It reacts with ethyl and methyl imidazo[1,2-a]pyridine-2-carboxylates in the presence of Me3Al to form amide.

Application

2-Bromo-4-methylaniline has been used in the synthesis of iminophosphoranes.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, 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

Synthesis of 7H-indolo [2, 3-c] quinolines: study of the Pd-catalyzed intramolecular arylation of 3-(2-bromophenylamino) quinolines under microwave irradiation.
Hostyn S, et al.
Tetrahedron, 62(19), 4676-4684 (2006)
Synthesis of 7H-indolo [2, 3-c] quinolines: study of the Pd-catalyzed intramolecular arylation of 3-(2-bromophenylamino) quinolines under microwave irradiation.
Koubachi J, et al.
Tetrahedron, 66(10), 1937-1946 (2010)
Synthesis and reactivity of ortho-palladated arylcarbodiimides and aryl isothiocyanates. Formation of C-palladated quinazolines. Synthesis of 2-aminoquinolines.
Vicente J, et al.
Organometallics, 23(20), 4711-4722 (2004)

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