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Merck
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文件

安全信息

499803

Sigma-Aldrich

2-氯苯基碘化锌 溶液

0.5 M in THF

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线性分子式:
ClC6H4ZnI
CAS号:
148651-35-8
分子量:
303.84
MDL编号:
MFCD01863648
UNSPSC代码:
12352103
PubChem化学物质编号:
24873302
NACRES:
NA.22

浓度

0.5 M in THF

密度

0.973 g/mL at 25 °C

储存温度

2-8°C

SMILES字符串

Clc1ccccc1[Zn]I

InChI

1S/C6H4Cl.HI.Zn/c7-6-4-2-1-3-5-6;;/h1-4H;1H;/q;;+1/p-1

InChI key

MADDWNUAYOHWRC-UHFFFAOYSA-M

应用

2-Chlorophenylzinc iodide is an organozinc compound, which can be used as a reactant in Negishi cross-coupling reaction to construct carbon-carbon bonds by reacting with organic halides using nickel or palladium catalysts.
It can also be utilized as a reactant to prepare:
  • Arylmethanes via rhodium-catalyzed cross-coupling reaction with methyl halides.
  • (2-chlorobenzyl)trimethylsilane by Rh-catalyzed cross-coupling reaction with (iodomethyl)trimethylsilane.
  • Dichloro biphenyl by palladium catalyzed oxidative homocoupling reaction using N-chlorosuccinimide (NCS) or O2 as the oxidant.

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

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

靶器官

Respiratory system

补充剂危害

EUH019

WGK

WGK 3

闪点(°F)

closed cup

闪点(°C)

closed cup

法规信息

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Synthesis of functionalized benzylsilanes from arylzinc compounds and (iodomethyl) trimethylsilane by means of a novel Rh catalysis
Takahashi H, et al.
The Journal of Organic Chemistry, 71(2), 671-675 (2006)
Palladium-catalyzed synthesis of biaryls from arylzinc compounds using N-chlorosuccinimide or oxygen as an oxidant
Hossain KM, et al.
Bulletin of the Chemical Society of Japan, 74(12), 2415-2420 (2001)
Novel Rh (I)-Catalyzed reaction of arylzinc compounds with methyl halides
T Kentaro, et al.
Chemistry Letters (Jpn), 1999(11), 1241-1242 (1999)
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)

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