Skip to Content
Merck
All Photos(1)

Key Documents

562076

Sigma-Aldrich

3,5-Dimethylphenylmagnesium bromide solution

0.5 M in THF

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
(CH3)2C6H3MgBr
CAS Number:
Molecular Weight:
209.37
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

0.950 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

Cc1cc(C)cc([Mg]Br)c1

InChI

1S/C8H9.BrH.Mg/c1-7-4-3-5-8(2)6-7;;/h4-6H,1-2H3;1H;/q;;+1/p-1

InChI key

XPXQQJMQESWIKM-UHFFFAOYSA-M

Application

3,5-Dimethylphenylmagnesium bromide solution can be used:
  • As a starting material for the synthesis of diarylborinic acids, which on Suzuki coupling with vinyl triflate yield penultimate methyl ester.
  • To prepare 3,5-dimethyl-p-terphenyl by reacting with biphenylsulfonate in the presence of dppfNiCl2 catalyst.

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)

-0.0 °F - closed cup

Flash Point(C)

-17.78 °C - closed cup


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’.

Already Own This Product?

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

Visit the Document Library

Preparation of unsymmetrical terphenyls via the nickel-catalyzed cross-coupling of alkyl biphenylsulfonates with aryl Grignard reagents
Cho C, et al.
Tetrahedron, 60(21), 4589-4599 (2004)
Suzuki reaction of a diarylborinic acid: one-pot preparation and cross-coupling of bis (3, 5-dimethylphenyl) borinic acid
Winkle DD and Schaab KM
Organic Process Research & Development, 5(4), 450-451 (2001)

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