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Merck
CN

497894

Sigma-Aldrich

4-氰基丁基溴化锌 溶液

0.5 M in THF

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别名:
Bromo(4-cyanobutyl)zinc
线性分子式:
NC(CH2)4ZnBr
分子量:
227.42
MDL编号:
UNSPSC代码:
12352103
PubChem化学物质编号:
NACRES:
NA.22

质量水平

浓度

0.5 M in THF

密度

0.971 g/mL at 25 °C

储存温度

2-8°C

SMILES字符串

Br[Zn]CCCCC#N

InChI

1S/C5H8N.BrH.Zn/c1-2-3-4-5-6;;/h1-4H2;1H;/q;;+1/p-1

InChI key

HJYQQTDSYHJSLL-UHFFFAOYSA-M

应用

4-Cyanobutylzinc bromide is an organozinc compound, which can be used as a reactant in palladium-catalyzed Negishi cross-coupling reaction to construct carbon-carbon bonds by coupling with organic halides or triflates.
It can also be used as a reactant to prepare:
  • 5-(3-Thienyl)pentanenitrile by reacting with 3-bromothiophene in the presence of a nickel catalyst.
  • α-Cyanobutyl vinylphosphonates by palladium-catalyzed Negishi coupling vinylation reaction with α-(pseudo)halo vinylphosphonates.

法律信息

Rieke® Metals, Inc. 产品 ®Rieke Metals, Inc. 的注册商标

象形图

Health hazardExclamation mark

警示用语:

Warning

危险声明

危险分类

Carc. 2 - Eye Irrit. 2 - STOT SE 3

靶器官

Respiratory system

补充剂危害

WGK

WGK 3

闪点(°F)

-6.2 °F

闪点(°C)

-21.2 °C

法规信息

危险化学品

分析证书(COA)

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Palladium-catalysed coupling of α-halo vinylphosphonate and α-phosphonovinyl sulfonate with alkylzincs: straightforward and versatile synthesis of ?-alkyl vinylphosphonates
Zhang Li, et al.
Organic Chemistry Frontiers : An International Journal of Organic Chemistry / Royal Society of Chemistry, 5(9), 1457-1461 (2018)
An efficient method for the synthesis of 3-alkylthiophenes bearing functional groups on the side chain: imides and amides
D Jian, et al.
Synthetic Metals, 139(1), 81-88 (2003)
Room-temperature Negishi cross-coupling of unactivated alkyl bromides with alkyl organozinc reagents utilizing a Pd/N-heterocyclic carbene catalyst
Hadei N, et al.
The Journal of Organic Chemistry, 70(21), 8503-8507 (2005)

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