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124036

Sigma-Aldrich

1-Bromo-3-chlorobenzene

99%

Synonym(s):

1-Chloro-3-bromobenzene, 3-Bromo-1-chlorobenzene, 3-Chloro-1-bromobenzene, 3-Chlorophenyl bromide, m-Bromochlorobenzene

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About This Item

Linear Formula:
BrC6H4Cl
CAS Number:
108-37-2
Molecular Weight:
191.45
Beilstein:
1446353
EC Number:
203-575-8
MDL number:
MFCD00000568
UNSPSC Code:
12352100
eCl@ss:
39080308
PubChem Substance ID:
24847592
NACRES:
NA.22

Quality Level

200

Assay

99%

form

liquid

refractive index

n20/D 1.576 (lit.)

bp

196 °C (lit.)

density

1.63 g/mL at 25 °C (lit.)

functional group

bromo
chloro

SMILES string

Clc1cccc(Br)c1

InChI

1S/C6H4BrCl/c7-5-2-1-3-6(8)4-5/h1-4H

InChI key

JRGGUPZKKTVKOV-UHFFFAOYSA-N

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General description

1-Bromo-3-chlorobenzene undergoes bromine-magnesium exchange reactions with i-PrMgCl-LiCl in THF at 0°C and is strongly accelerated by electron-withdrawing substituents. It acts as test substrate to study the application of a new catalytic system for cyanation of various aryl halides using K4[Fe(CN)6] as cyanating source.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

176.0 °F - closed cup

Flash Point(C)

80 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF3849
BCCB0727
BCBW9305
BCBS2369V
BCBR0937V

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An efficient palladium catalytic system for microwave assisted cyanation of aryl halides.
Hajipour AR, et al.
Journal of Organometallic Chemistry, 696(4), 819-824 (2011)
Lei Shi et al.
The Journal of organic chemistry, 74(7), 2760-2764 (2009-03-14)
Competition experiments have been performed to determine the relative reactivities of substituted bromobenzenes, bromonaphthalenes, and 9-bromoanthracene toward i-PrMgCl x LiCl in THF at 0 degrees C. The rates of the bromine-magnesium exchange reactions are accelerated by electron-acceptor substituents, the activating
Silvina C Pérez et al.
Solid state nuclear magnetic resonance, 87, 18-23 (2017-07-01)
A simple model to explain the NQR lineshape in solids with orientational disorder or substitutional disorder is presented. The particular case of m-chlorobromobenzene is studied. It is based on the assumption that Bromine atoms, of m-chlorobromobenzene molecules, behave as point
K Schümann et al.
European journal of clinical investigation, 34(4), 275-282 (2004-04-17)
Iron regulatory protein 1 (IRP1), a post-transcriptional regulator of iron metabolism, is activated in the duodenum of iron-deficient animals, which is associated with increased iron absorption. In cell cultures IRP1 was also activated by iron-independent signals, such as H(2)O(2). Here
Nicholas C Pflug et al.
Environmental science & technology, 53(9), 4813-4822 (2019-03-27)
Anilines have been shown to be especially susceptible to single-electron oxidation by excited triplet-state photosensitizers (3sens*), and thus, are good potential candidates to probe the oxidative properties of triplet-state chromophoric dissolved organic matter (3CDOM*). However, steady-state experiments tend to underestimate

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