224448
Phenylmagnesium chloride solution
2.0 M in THF
Synonyme(s) :
Chlorophenylmagnesium
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A propos de cet article
Formule linéaire :
C6H5MgCl
Numéro CAS:
Poids moléculaire :
136.86
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3587900
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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
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
Classe de stockage
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
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Asymmetric synthesis of pyrrolidinoindolines. Application for the practical total synthesis of (−)-phenserine
Huang A, et al.
Journal of the American Chemical Society, 126(43), 14043-14053 (2004)
Enantioselective synthesis of stephacidin B.
Herzon S, et al.
Journal of the American Chemical Society, 127(15), 5342-5344 (2005)
Nickel-Catalyzed Cross-Coupling of Aryl Chlorides with Aryl Grignard Reagents.
B ohm VPW, et al.
Angewandte Chemie (International Edition in English), 39(9), 1602-1604 (2000)