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Merck
CN

100900

4-Bromoaniline

97%

Synonym(s):

1-Amino-4-bromobenzene, p-Bromoaniline

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About This Item

Linear Formula:
BrC6H4NH2
CAS Number:
Molecular Weight:
172.02
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-393-9
Beilstein/REAXYS Number:
742031
MDL number:
Assay:
97%
Form:
solid
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Quality Level

assay

97%

form

solid

mp

56-62 °C (lit.)

functional group

bromo

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

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.


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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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Regulatory Information

危险化学品

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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)
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)
A triazine core for a new class of Sharpless asymmetric dihydroxylation ligands
McNamara CA, et al.
Tetrahedron Letters, 45(46), 8527-8529 (2004)



Global Trade Item Number

SKUGTIN
CDS004694-100MG04061828914555
100900-5G04061838664624
100900-100G04061835369904
100900-500G04061835369911