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
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:
It is also used in the surface functionalization of carbon nanotubes via preparation of 4-bromo benzenediazonium derivatives.
- 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
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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)
Solvent-free functionalization of carbon nanotubes
Dyke CA and Tour JM
Journal of the American Chemical Society, 125(5), 1156-1157 (2003)
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)