224448
Phenylmagnesium chloride solution
2.0 M in THF
Synonym(s):
Chlorophenylmagnesium
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About This Item
Linear Formula:
C6H5MgCl
CAS Number:
Molecular Weight:
136.86
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3587900
Quality Level
reaction suitability
reaction type: Grignard Reaction
packaging
Kilo-Lab® of , Sure/Seal™ of
concentration
2.0 M in THF
density
~1.02 g/mL at 20 °C, 1.042 g/mL at 25 °C
SMILES string
Cl[Mg]c1ccccc1
InChI
1S/C6H5.ClH.Mg/c1-2-4-6-5-3-1;;/h1-5H;1H;/q;;+1/p-1
InChI key
GQONLASZRVFGHI-UHFFFAOYSA-M
Application
Phenylmagnesium chloride (PhMgCl) solution is a common Grignard reagent used in the synthesis of (−)-phenserine and stephacidin B. It is employed in a variety of cross-coupling reactions. It can also be used as an electrolyte solution along with aluminium chloride (AlCl3) in the rechargeable magnesium batteries.
Packaging
Other Notes
Storage below 25°C may cause formation of crystalline magnesium salts. Moving container to a warm location and occasional gentle swirling should redissolve the solid
Legal Information
Kilo-Lab is a registered trademark of Merck KGaA, Darmstadt, Germany
Sure/Seal is a trademark of Sigma-Aldrich Co. LLC
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signalword
Danger
hcodes
Hazard Classifications
Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3
target_organs
Central nervous system, Respiratory system
supp_hazards
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
1.4 °F - closed cup
flash_point_c
-17 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Regulatory Information
危险化学品
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Enantioselective synthesis of stephacidin B.
Herzon S, et al.
Journal of the American Chemical Society, 127(15), 5342-5344 (2005)
Functional group tolerant Kumada- Corriu- Tamao coupling of nonactivated alkyl halides with aryl and heteroaryl nucleophiles: Catalysis by a nickel pincer complex permits the coupling of functionalized Grignard reagents.
Vechorkin O, et al.
Journal of the American Chemical Society, 131(28), 9756-9766 (2009)
Electrolyte solutions with a wide electrochemical window for rechargeable magnesium batteries.
Mizrahi O, et al.
Journal of the Electrochemical Society, 155(2), A103-A109 (2008)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 224448-800ML | 04061838779045 |
| 224448-8L | 04061838125712 |
| 224448-100ML | 04061838779038 |
| 224448-18L-KL | 04061838135032 |
| 224448-PZ | 04061823820066 |