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 Level
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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signalword
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
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
target_organs
Central nervous system, Respiratory system
Regulatory Information
监管及禁止进口产品
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Palladium?Catalyzed Coupling of Alkyl Chlorides and Grignard Reagents.
Frisch A C, et al.
Angewandte Chemie (International Edition in English), 41(21), 4056-4059 (2002)
A short synthesis of (S)-2-(diphenylmethyl) pyrrolidine, a chiral solvating agent for NMR analysis.
Bailey D J, et al.
Tetrahedron Asymmetry, 8(1), 149-153 (1997)
Ying Li et al.
Analytica chimica acta, 884, 106-113 (2015-06-16)
A novel molecularly imprinted electrochemical sensor based on Fe3O4 nanobeads immobilized on graphene (Fe3O4-MIP@RGO) has been developed for detecting 17β-estradiol (17β-E2) in water using reversible addition fragmentation chain transfer (RAFT) polymerization technique. 17β-E2 can be detected by this electrochemical sensor
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 331376-PZ | 04061823810920 |
| 331376-800ML | 04061826727874 |
| 331376-100ML | 04061826727867 |
| 331376-4X25ML | 04065268447413 |
| 331376-50ML | 04061838126559 |