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544485

Sigma-Aldrich

2-Bromo-4-chloroaniline

98%

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About This Item

Linear Formula:
BrC6H3(Cl)NH2
CAS Number:
873-38-1
Molecular Weight:
206.47
EC Number:
212-837-0
MDL number:
MFCD00041313
UNSPSC Code:
12352100
PubChem Substance ID:
24878767
NACRES:
NA.22

Assay

98%

mp

64-68 °C (lit.)

SMILES string

Nc1ccc(Cl)cc1Br

InChI

1S/C6H5BrClN/c7-5-3-4(8)1-2-6(5)9/h1-3H,9H2

InChI key

SYTBIFURTZACKR-UHFFFAOYSA-N

General description

2-Bromo-4-chloroaniline is a 2-bromo-4-substituted aniline that can be prepared from 4-chloroaniline via electrophilic bromination.[1]

Application

2-Bromo-4-chloroaniline may be used in the preparation of:
  • 2-bromo-4-chloro-N-tosylaniline[2]
  • 2-bromo-4-chlorothiophenol[3]
  • 7-chloro-4a-methyl-4,4a,9,9a-tetrahydro-1H-carbazol-2(3H)-one[4]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBG1901V
BCBB8352V
BCBB8352
1442082
03816PE

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Synthesis of 2-Aza-and 8-Chloro-2-aza-phenothiazine1.
Saggiomo AJ, et al.
The Journal of Organic Chemistry, 23(12), 1906-1909 (1958)
Palladium-Catalyzed ?-Arylation of ?, ?-Unsaturated Ketones: Application to a One-Pot Synthesis of Tricyclic Indolines.
Hyde AM and Buchwald SL.
Angewandte Chemie (Weinheim an der Bergstrasse, Germany), 120(1), 183?186-183?186 (2007)
Palladium-catalyzed coupling of 2-bromoanilines with vinylstannanes. A regiocontrolled synthesis of substituted indoles.
Krolski ME, et al.
The Journal of Organic Chemistry, 53(6), 1170-1176 (1988)
An intriguing effect of lithium perchlorate dispersed on silica gel in the bromination of aromatic compounds by N-bromosuccinimide.
Bagheri M, et al.
Canadian Journal of Chemistry, 83(2), 146-149 (2005)

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