562076
3,5-Dimethylphenylmagnesium bromide solution
0.5 M in THF
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About This Item
Linear Formula:
(CH3)2C6H3MgBr
CAS Number:
Molecular Weight:
209.37
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
reaction suitability
reaction type: Grignard Reaction
Quality Level
packaging
Sure/Seal™ of
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
Sure/Seal is a trademark of Sigma-Aldrich Co. LLC
Product of Rieke Metals, Inc.
Rieke is a registered trademark of Rieke Metals, Inc.
Rieke is a registered trademark of Rieke Metals, Inc.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3
target_organs
Respiratory system
supp_hazards
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
-0.0 °F - closed cup
flash_point_c
-17.78 °C - closed cup
Regulatory Information
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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)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 562076-50ML | 04061837844539 |