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124087

2-Bromo-4-methylaniline

Name: 2-Bromo-4-methylaniline
Brand: ALDRICH

98%

Synonym(s):

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

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About This Item

Linear Formula:

BrC₆H₃(CH₃)NH₂

CAS Number:

583-68-6

Molecular Weight:

186.05

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24847595

EC Number:

209-515-7

Beilstein/REAXYS Number:

1931711

MDL number:

MFCD00007635

Assay:

98%

Form:

liquid

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Properties

Quality Level

100

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

Description

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

GHS06

signalword

Danger

hcodes

H301 + H311 + H331

pcodes

P261 - P264 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311

Hazard Classifications

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

Storage Class

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

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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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)