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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:
106-40-1
Molecular Weight:
172.02
Beilstein:
742031
EC Number:
203-393-9
MDL number:
MFCD00007822
UNSPSC Code:
12352100
PubChem Substance ID:
24846426
NACRES:
NA.22

Key Documents

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Quality Level

200

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

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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.

Signal Word

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 Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
MKCW5509
MKCT2022
MKCM8886
MKCK1123
MKCG3575

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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)
Solvent-free functionalization of carbon nanotubes
Dyke CA and Tour JM
Journal of the American Chemical Society, 125(5), 1156-1157 (2003)
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)
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