Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

563722

Sigma-Aldrich

3-Chlorophenylmagnesium bromide

0.5 M in THF

Synonym(s):

(3-Chlorophenyl)magnesium bromide, (m-Chlorophenyl)magnesium bromide, 3-chloro phenyl magnesium bromide, 3-chlorophenyl magnesium bromide, m-chlorophenyl magnesium bromide, Bromo(3-chlorophenyl)magnesium

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C6H4BrClMg
CAS Number:
Molecular Weight:
215.76
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

reaction suitability

reaction type: Grignard Reaction

Quality Level

concentration

0.5 M in THF

bp

65 °C (lit.)

density

0.960 g/mL at 25 °C (lit.)

functional group

chloro

storage temp.

2-8°C

SMILES string

Clc1cccc([Mg]Br)c1

InChI

1S/C6H4Cl.BrH.Mg/c7-6-4-2-1-3-5-6;;/h1-2,4-5H;1H;/q;;+1/p-1

InChI key

ZIYRUWPTUPFRQU-UHFFFAOYSA-M

Application

3-Chlorophenylmagnesium bromide (o-chlorophnylmagnesium bromide) is a Grignard reagent that can be used to synthesize:
  • 2,3-Di(o-chlorophenyl)buta-1,3-dienes by reacting with 1,4-dimethoxy 2-butyne in the presence of a copper(I) salt.
  • 2-Bromo-5-chlorothiophen-3-yl-(3-chlorophenyl)methanol by reacting with 2-bromo-5-chlorothiophene-3-carbaldehyde.
  • 2-(3-Chlorophenyl)-1-phenyl-1H-inden-1-ol from 2- benzoylbenzonitrile as a starting a material.

Legal Information

Product of Rieke Metals, Inc.
Rieke is a registered trademark of Rieke Metals, Inc.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

<1.4 °F - closed cup

Flash Point(C)

< -17 °C - closed cup


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Novel synthesis of 2, 3-diarylbuta-1, 3-dienes from 1, 4-dimethoxybutyne-2
Ishino Y, et al.
Tetrahedron Letters, 21(16), 1527-1528 (1980)
The discovery of 4-1-[({2, 5-dimethyl-4-[4-(trifluoromethyl) benzyl]-3-thienyl}carbonyl) amino] cyclopropyl}benzoic acid (MK-2894), a potent and selective prostaglandin E2 subtype 4 receptor antagonist
Blouin M, et al.
Journal of Medicinal Chemistry, 53(5), 2227-2238 (2010)
Synthesis of 3-substituted 3H-indol-3-ols by the reaction of 2-isocyanophenyl ketones with Grignard reagents
Kobayashi K, et al.
Tetrahedron, 66(40), 7961-7964 (2010)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service