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安全信息

171565

Sigma-Aldrich

苯基溴化镁 溶液

3.0 M in diethyl ether

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别名:
Bromomagnesiobenzene, Bromophenylmagnesium
线性分子式:
C6H5MgBr
CAS号:
100-58-3
分子量:
181.31
Beilstein:
3588849
MDL编号:
MFCD00000038
PubChem化学物质编号:
24850350
NACRES:
NA.22

质量水平

100
200

反应适用性

reaction type: Grignard Reaction

浓度

3.0 M in diethyl ether

密度

1.134 g/mL at 25 °C

SMILES字符串

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

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相关类别

一般描述

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.

应用

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

包装

View returnable container options.

其他说明

储存温度低于 25°C 可能形成结晶镁盐。将容器移至温暖处不时温和搅拌可使固体重新溶解

警示用语：

Danger

危险声明

H225 - H314 - H336

危险分类

Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3

靶器官

Respiratory system

补充剂危害

EUH014 - EUH019

储存分类代码

3 - Flammable liquids

WGK

WGK 3

闪点(°F)

-40.0 °F - closed cup

闪点(°C)

-40 °C - closed cup

个人防护装备

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

法规信息

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Synthesis of O-substituted benzophenones by Grignard reaction of 3-substituted isocoumarins.
Manivel P, et al.
Journal of the Chilean Chemical Society, 53(3), 1609-1610 (2008)
The reaction of beta-cyclohexanedione (dihydroresorcinol) and its ethyl enol ether with phenylmagnesium bromide.
G F WOODS et al.
Journal of the American Chemical Society, 70(6), 2174-2177 (1948-06-01)
Synthesis of well-defined polymer brushes grafted onto silica nanoparticles via surface reversible addition-fragmentation chain transfer polymerization.
Li C and Benicewicz BC.
Macromolecules, 38(14), 5929-5936 (2005)
S Schenone et al.
Farmaco (Societa chimica italiana : 1989), 45(12), 1309-1325 (1990-12-01)
The synthesis of 1,3,3-trimethyl-6-phenyl-2-oxabicyclo[2.2.2]octan-6-ol 2 and 6-benzyl-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan-6-ol 3 starting from (+)-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan-6-one and phenylmagnesium bromide or benzylmagnesium chloride, respectively, is described. Alcohols 2 and 3 gave a series of omega-dialkylaminoalkyl ethers 4 by reaction as sodium salts with omega-chloroalkyldialkylamines in toluene
Phenylmagnesium Bromide.
Richey HG, et al.
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2009)
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