331376

Phenylmagnesium bromide solution

1.0 M in THF

• Synonym(s): PhMgBr solution
• Linear Formula: C₆H₅MgBr
• CAS Number: 100-58-3
• Molecular Weight: 181.31
• Beilstein: 3588849
• MDL number: MFCD00000038
• UNSPSC Code: 12352103
• PubChem Substance ID: 24859956
• NACRES: NA.22

Properties

• Quality Level: 200
• reaction suitability: reaction type: Grignard Reaction
• 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

Description

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.

Safety Information

• Pictograms: GHS02,GHS08,GHS05,GHS07
• Signal Word: Danger
• Hazard Statements: H225,H314,H335,H336,H351
• Precautionary Statements: P202 - P210 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3
• Target Organs: Respiratory system
• Supplementary Hazards: EUH014,EUH019
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point(F): 1.4 °F - closed cup
• Flash Point(C): -17 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves