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298980

Sigma-Aldrich

o-Tolylmagnesium bromide solution

2.0 M in diethyl ether

Synonym(s):

2-Methylphenylmagnesium bromide, 2-Tolylmagnesium bromide, o-Methylphenylmagnesium bromide, Bromo(2-methylphenyl)magnesium, Bromo-o-tolylmagnesium

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About This Item

Linear Formula:
CH3C6H4MgBr
CAS Number:
932-31-0
Molecular Weight:
195.34
MDL number:
MFCD00010350
UNSPSC Code:
12352103
PubChem Substance ID:
24858005
NACRES:
NA.22
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Quality Level

100

reaction suitability

reaction type: Grignard Reaction

concentration

2.0 M in diethyl ether

density

1.013 g/mL at 25 °C

SMILES string

Cc1ccccc1[Mg]Br

InChI

1S/C7H7.BrH.Mg/c1-7-5-3-2-4-6-7;;/h2-5H,1H3;1H;/q;;+1/p-1

InChI key

DVXDIGKNJYSMFM-UHFFFAOYSA-M

Application

o-Tolylmagnesium bromide solution can be used to prepare:
  • An iridium(I) mesityl complex named Ir(o-tolyl)(CO)(dppe).[1]
  • 4-(2-Methylphenyl)-4-oxobutanoic acid, a key intermediate for the synthesis of M1 muscarinic selective agonist AC-42 derivatives.[2]

Signal Word

Danger

Hazard Statements

H225,H302,H314,H336

Hazard Classifications

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

Target Organs

Central nervous system

Supplementary Hazards

EUH014,EUH019

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

-40.0 °F

Flash Point(C)

-40 °C

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Certificates of Analysis (COA)

Lot/Batch Number
S38335
S35940
07413JD
S29456
S27025

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Chihiro Tsukano et al.
Chemical & pharmaceutical bulletin, 65(12), 1167-1174 (2017-12-05)
Tetrahydrobiphenylene consists of cyclobutene fused with benzene and cyclohexene rings. In this paper, a direct method for synthesizing tetrahydrobiphenylenes based on a palladium (Pd)(0)-catalyzed C(sp
Synthesis and Reactivity of the Iridium (I) Mesityl Complex Ir (CO)(mes)(dppe). Oxidative Addition and Ligand Activation Reactions
Cleary BP and Eisenberg R
Journal of the American Chemical Society, 117(12), 3510-3521 (1995)
Fluorescent derivatives of AC-42 to probe bitopic orthosteric/allosteric binding mechanisms on muscarinic M1 receptors
Daval SB, et al.
Journal of Medicinal Chemistry, 55(5), 2125-2143 (2012)

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