Skip to Content
Merck
All Photos(1)

Key Documents

562289

Sigma-Aldrich

3,5-Dichlorophenylmagnesium bromide solution

0.5 M in THF

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
Cl2C6H3MgBr
CAS Number:
Molecular Weight:
250.20
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

density

0.972 g/mL at 25 °C

functional group

chloro

storage temp.

2-8°C

SMILES string

Clc1cc(Cl)cc([Mg]Br)c1

InChI

1S/C6H3Cl2.BrH.Mg/c7-5-2-1-3-6(8)4-5;;/h2-4H;1H;/q;;+1/p-1

InChI key

PWOVECVCCCTJFQ-UHFFFAOYSA-M

Application

3,5-Dichlorophenylmagnesium bromide can be used:
  • In one of the key synthetic steps for the preparation of non-alternant polycyclic hydrocarbon named indeno-benzophenalene.
  • As a substrate in the synthesis of carboxylic esters by reacting with 2-methyl-4,6-pyrimidyl dicarbonates.
  • As a substrate in the synthesis of aryl ketones by reacting with acid chlorides using bis[2-(N,N-dimethylamino)ethyl] ether ligand.

Legal Information

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

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3

Target Organs

Central nervous system, Respiratory system

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

-6.2 °F - closed cup

Flash Point(C)

-21.2 °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

Toward Singlet-Triplet Bistable Nonalternant Kekule? Hydrocarbons: Azulene-to-Naphthalene Rearrangement
Das S and Wu J
Organic Letters, 17(23), 5854-5857 (2015)
Addition of Grignard reagents to aryl acid chlorides: an efficient synthesis of aryl ketones
Wang X, et al.
Organic Letters, 7(25), 5593-5595 (2005)
A Novel Synthesis of Carboxylic Esters from 2-Methyl-4, 6-pyrimidyl Dicarbonates and Grignard Reagents
Lee J
Bulletin of the Korean Chemical Society,, 32(5), 1765-1768 (2011)

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