171565

Phenylmagnesium bromide solution

3.0 M in diethyl ether

• Sinonimo/i: Bromomagnesiobenzene, Bromophenylmagnesium
• Formula condensata: C₆H₅MgBr
• Numero CAS: 100-58-3
• Peso molecolare: 181.31
• Beilstein: 3588849
• Numero MDL: MFCD00000038
• Codice UNSPSC: 12352103
• ID PubChem: 24850350
• NACRES: NA.22

Proprietà

• Livello qualitativo: 200
• Impiego in reazioni chimiche: reaction type: Grignard Reaction
• Concentrazione: 3.0 M in diethyl ether
• Densità: 1.134 g/mL at 25 °C
• Stringa SMILE: Br[Mg]c1ccccc1
• InChI: 1S/C6H5.BrH.Mg/c1-2-4-6-5-3-1;;/h1-5H;1H;/q;;+1/p-1; ANRQGKOBLBYXFM-UHFFFAOYSA-M

Descrizione

Descrizione generale

Phenylmagnesium bromide solution contains 3M phenylmagnesium bromide in diethyl ether. It can act as a strong acid and Lewis acid. It can undergo addition reaction with many unsaturated functional groups. The phenyl group can displace halide from other organic compounds. Phenylmagnesium bromide is a Grignard reagent. Reaction of β-cyclohexanedione (dihydroresorcinol) with phenylmagnesium bromide has been investigated.

Applicazioni

Phenylmagnesium bromide was used for the synthesis of end-functionalized regioregular poly(3-alkylthiophene)s. It was also used for the monoalkylation of aliphatic primary amine to generate secondary amines by the Grignard reaction of 1-[(alkylamino) methyl] benzotriazoles.
It may be used for synthesis of the following:

• 1,3,3-trimethyl-6-phenyl-2-oxabicyclo[2.2.2]octan-6-ol
• 6-benzyl-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan-6-ol
• (3-(2-Dithiobenzoatepropionyl)propyl)dimethylmethoxysilane, reversible addition-fragmentation chain transfer polymerization (RAFT)-silane agent
• series of o-substituted benzophenones

Confezionamento

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Altre note

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

Informazioni sulla sicurezza

• Pittogrammi: GHS02,GHS05,GHS07
• Avvertenze: Danger
• Indicazioni di pericolo: H225,H314,H336
• Consigli di prudenza: P210 - P233 - P240 - P280 - P303 + P361 + P353 - P305 + P351 + P338
• Classi di pericolo: Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3
• Organi bersaglio: Respiratory system
• Rischi supp: EUH014,EUH019
• Codice della classe di stoccaggio: 3 - Flammable liquids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): -40.0 °F - closed cup
• Punto d’infiammabilità (°C): -40 °C - closed cup
• Dispositivi di protezione individuale: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter