331376
Phenylmagnesium bromide solution
1.0 M in THF
Synonym(s):
PhMgBr solution
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About This Item
Linear Formula:
C6H5MgBr
CAS Number:
Molecular Weight:
181.31
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3588849
Quality Segment
reaction suitability
reaction type: Grignard Reaction
packaging
Sure/Seal™ of
concentration
1.0 M in THF
density
1.004 g/mL at 25 °C
SMILES string
Br[Mg]c1ccccc1
InChI
1S/C6H5.BrH.Mg/c1-2-4-6-5-3-1;;/h1-5H;1H;/q;;+1/p-1
InChI key
ANRQGKOBLBYXFM-UHFFFAOYSA-M
Application
Phenylmagnesium bromide (PhMgBr) solution is an organomagnesium reagent mainly used in Grignard reaction, which finds application as the key step in the synthesis of (S)-2(diphenylmethyl)pyrrolidine, a chiral solvating agent for the NMR analysis. PhMgBr can also undergo palladium-catalyzed Grignard coupling with alkyl chlorides to form the cross-coupled product in good yield.
Other Notes
Storage below 25°C may cause crystallization. Warm gently to redissolve solid.
Legal Information
Sure/Seal is a trademark of Sigma-Aldrich Co. LLC
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Danger
hcodes
Hazard Classifications
Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3
supp_hazards
Storage Class
3 - Flammable liquids
flash_point_f
1.4 °F - closed cup
flash_point_c
-17 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
target_organs
Central nervous system, Respiratory system
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