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Merck
CN

673013

Sigma-Aldrich

2-苄氧基苯基溴化镁 溶液

1.0 M in THF

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经验公式(希尔记法):
C13H11BrMgO
分子量:
287.43
MDL编号:
UNSPSC代码:
12352103
PubChem化学物质编号:
NACRES:
NA.22

反应适用性

reaction type: Grignard Reaction

质量水平

浓度

1.0 M in THF

密度

1.047 g/mL at 25 °C

SMILES字符串

Br[Mg]c1ccccc1OCc2ccccc2

InChI

1S/C13H11O.BrH.Mg/c1-3-7-12(8-4-1)11-14-13-9-5-2-6-10-13;;/h1-9H,11H2;1H;/q;;+1/p-1

InChI key

VELKJPFZDYXBDE-UHFFFAOYSA-M

应用

2-Benzyloxyphenylmagnesium bromide can be used:
  • As a substrate in the iron-catalyzed coupling reaction of aryl Grignard reagents with unprotected bromophenols.
  • As a substrate in the cross-coupling of Grignard reagents using diaryl titanates and ferric chloride.
  • In one of the key synthetic steps for the total synthesis of an antibiotic caboxamycin.

警示用语:

Danger

危险分类

Acute Tox. 4 Oral - Carc. 2 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3

靶器官

Respiratory system

补充剂危害

WGK

WGK 3

闪点(°F)

closed cup

闪点(°C)

closed cup

个人防护装备

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

法规信息

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Iron catalyzed oxidative assembly of N-heteroaryl and aryl metal reagents using oxygen as an oxidant
Liu KM, et al.
Chemical Communications (Cambridge, England), 51(6), 1124-1127 (2015)
Iron-Catalyzed Room Temperature Cross-Couplings of Bromophenols with Aryl Grignard Reagents
Xu L, et al.
Advanced Synthesis & Catalysis, 361(23), 5421-5427 (2019)
Iron-Catalyzed Room Temperature Cross-Couplings of Bromophenols with Aryl Grignard Reagents
Xu L, et al.
advanced synthesis and catalysis, 361(23), 5421-5427 (2019)
Iron-catalyzed oxidative biaryl cross-couplings via mixed diaryl titanates: significant influence of the order of combining aryl Grignard reagents with titanate
Liu KM, et al.
Chemical Communications (Cambridge, England), 51(22), 4655-4658 (2015)

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