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Merck
CN

497924

Sigma-Aldrich

6-氰己基溴化锌 溶液

0.5 M in THF

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关于此项目

线性分子式:
NC(CH2)6ZnBr
化学文摘社编号:
分子量:
255.47
MDL编号:
UNSPSC代码:
12352103
PubChem化学物质编号:
NACRES:
NA.22
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浓度

0.5 M in THF

密度

0.944 g/mL at 25 °C

储存温度

2-8°C

SMILES字符串

Br[Zn]CCCCCCC#N

InChI

1S/C7H12N.BrH.Zn/c1-2-3-4-5-6-7-8;;/h1-6H2;1H;/q;;+1/p-1

InChI key

YDXOVAJDARDUOR-UHFFFAOYSA-M

应用

6-Cyanohexylzinc 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 synthesize:
  • Cyanohexyl substituted aryl derivatives by palladium catalyzed coupling reaction with aryl bromides.
  • Methyl 5-(6-cyanohexyl)-3-methylfuran-2-carboxylate, a key intermediate which is used in the preparation of cyclic furfuryl ether via Wittig rearrangement.

法律信息

Rieke® Metals, Inc. 产品 ®Rieke Metals, Inc. 的注册商标
Rieke is a registered trademark of Rieke Metals, Inc.

警示用语:

Danger

危险分类

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

靶器官

Central nervous system, Respiratory system

补充剂危害

储存分类代码

3 - Flammable liquids

WGK

WGK 3

闪点(°F)

1.4 °F - closed cup

闪点(°C)

-17 °C - closed cup

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

Mechanochemical Activation of Zinc and Application to Negishi Cross-Coupling
Cao Q, et al.
Angewandte Chemie (International Edition in English), 130(35), 11509-11513 (2018)
Stereoselective construction of a β-isopropenyl alcohol moiety at the C (2) and (3) of kallolide A and pinnatin A using a [2, 3] Wittig rearrangement of cyclic furfuryl ethers
Tsubuki M, et al.
The Journal of Organic Chemistry, 68(26), 10183-10186 (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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