Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

Safety Information

227234

Sigma-Aldrich

2-Mesitylmagnesium bromide solution

1.0 M in THF

Synonym(s):

2,4,6-Trimethylphenylmagnesium bromide

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
(CH3)3C6H2MgBr
CAS Number:
2633-66-1
Molecular Weight:
223.39
MDL number:
MFCD00009663
UNSPSC Code:
12352103
PubChem Substance ID:
24853266
NACRES:
NA.22

Quality Level

100

reaction suitability

reaction type: Grignard Reaction

concentration

1.0 M in THF

density

1.005 g/mL at 25 °C

SMILES string

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

InChI

1S/C9H11.BrH.Mg/c1-7-4-8(2)6-9(3)5-7;;/h4-5H,1-3H3;1H;/q;;+1/p-1

InChI key

YXVSITSUDRGILL-UHFFFAOYSA-M

Looking for similar products? Visit Product Comparison Guide

Application

2-Mesitylmagnesium bromide is a Grignard reagent generally used to synthesize stable aromatic radical species such as dibenzoheptazethrene, diindenoanthracene, teranthene and dimesitylindeno[2,1-a]fluorene by kinetically blocking reactive molecular sites. It is also used in a variety of aromatic cross-coupling reactions.

Signal Word

Danger

Hazard Statements

H225,H314,H335,H336,H351

Hazard Classifications

Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3

Target Organs

Central nervous system, Respiratory system

Supplementary Hazards

EUH014,EUH019

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

1.4 °F - closed cup

Flash Point(C)

-17.0 °C - closed cup

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PRTR

Class I Designated Chemical Substances

FSL

Group 3: Spontaneously combustible substances and water- reactive materials
Materials containing Organometallic compounds
Hazardous rank I
1st spontaneously combustible materials and water reactive materials

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

227234-100ML:4548173119847
227234-800ML:4548173119854
227234-BULK:
227234-VAR:

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SHBQ6259
0000265828
SHBM7886
SHBM2057
SHBK1556

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.

Search for a COA

Already Own This Product?

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

Visit the Document Library

Dibenzoheptazethrene isomers with different biradical characters: an exercise of Clar?s aromatic sextet rule in singlet biradicaloids.
Sun, Zhe et al.
Journal of the American Chemical Society, 135(48), 18229-18236 (2013)
Highly selective biaryl cross-coupling reactions between aryl halides and aryl Grignard reagents: a new catalyst combination of N-heterocyclic carbenes and iron, cobalt, and nickel fluorides.
Hatakeyama T, et al.
Journal of the American Chemical Society, 131(33), 11949-11963 (2009)
Indeno [2, 1-a] fluorene: An Air-Stable ortho-Quinodimethane Derivative.
Shimizu A and Tobe Y
Angewandte Chemie (International Edition in English), 123(30), 7038-7042 (2011)
Diindeno-fusion of an anthracene as a design strategy for stable organic biradicals.
Rudebusch, Gabriel E et al.
Nature Chemistry, 8(8), 753-753 (2016)
Iron-catalyzed selective biaryl coupling: Remarkable suppression of homocoupling by the fluoride anion.
Hatakeyama T and Nakamura M
Journal of the American Chemical Society, 129(32), 9844-9845 (2007)
View All Related Papers

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