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Sigma-Aldrich

1-Bromo-2,4-dichlorobenzene

97%

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About This Item

Linear Formula:
BrC6H3Cl2
CAS Number:
Molecular Weight:
225.90
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

mp

26-30 °C (lit.)

SMILES string

Clc1ccc(Br)c(Cl)c1

InChI

1S/C6H3BrCl2/c7-5-2-1-4(8)3-6(5)9/h1-3H

InChI key

ISHYFWKKWKXXPL-UHFFFAOYSA-N

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General description

1-Bromo-2,4-dichlorobenzene is an aryl halide. It can be distinguished from the other bromodichlorobenzene isomers using IR and Raman spectral data. It can undergo Suzuki–Miyaura cross-coupling reaction with arylboronic acids in the presence of different Suzuki catalysts.

pictograms

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signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

208.4 °F

flash_point_c

98 °C

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


Certificates of Analysis (COA)

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The 1,3-Diaminobenzene-Derived Aminophosphine Palladium Pincer Complex {C6H3[NHP(piperidinyl)2]2Pd(Cl)}-A Highly Active Suzuki-Miyaura Catalyst with Excellent Functional Group Tolerance.
Bolliger JL and Frech CM.
Advanced Synthesis & Catalysis, 352(6), 1075-1080 (2010)
Jeanne L Bolliger et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(13), 4075-4081 (2010-02-27)
Dichloro-bis(aminophosphine) complexes are stable depot forms of palladium nanoparticles and have proved to be excellent Suzuki-Miyaura catalysts. Simple modifications of the ligand (and/or the addition of water to the reaction mixture) have allowed their formation to be controlled. Dichlorobis[1-(dicyclohexylphosphanyl)piperidine]palladium (3)

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