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528919

Sigma-Aldrich

2-Bromo-4,6-dichloroaniline

98%

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About This Item

Linear Formula:
BrC6H2(Cl)2NH2
CAS Number:
697-86-9
Molecular Weight:
240.91
MDL number:
MFCD00040936
UNSPSC Code:
12352100
PubChem Substance ID:
24877626

Assay

98%

mp

81-83 °C (lit.)

SMILES string

Nc1c(Cl)cc(Cl)cc1Br

InChI

1S/C6H4BrCl2N/c7-4-1-3(8)2-5(9)6(4)10/h1-2H,10H2

InChI key

DTPADCOGQUOGHT-UHFFFAOYSA-N

General description

Bromo-4,6-dichloroaniline can be prepared from 2,4-dichloroacetanilide via deprotection, followed by bromination with NBS (N-bromosuccinimide).

Application

2-Bromo-4,6-dichloroaniline reacts with Pd(OAc)2, PPh3, potassium furan-2-yltrifluoroborate and K2CO3 to yied N-allyl-2,4-dichloro-6-(furan-2-yl)aniline.

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

528919-100G:
528919-BULK:
528919-25G:
528919-VAR:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Matthew Lovell Read et al.
The Journal of organic chemistry, 78(3), 1311-1316 (2013-01-12)
A novel and efficient synthesis of phenanthridines and aza analogues is reported. The key step is a microwave-mediated intramolecular Diels-Alder cyclization of o-furyl(allylamino)arenes. In the presence of a catalytic amount of acid, the DA-adduct reacts further to give the dihydrophenanthridines
An efficient synthesis of [13C6]-3, 5-dichloroaniline.
Latli B, et al.
Journal of Labelled Compounds & Radiopharmaceuticals, 51(7), 283-285 (2008)

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