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Merck

364401

Sigma-Aldrich

二甲基锌 溶液

2.0 M in toluene

别名:

Dimethylzinc

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About This Item

线性分子式:
(CH3)2Zn
CAS号:
分子量:
95.46
Beilstein:
3587195
MDL编号:
UNSPSC代码:
12352103
PubChem化学物质编号:
NACRES:
NA.22

质量水平

浓度

2.0 M in toluene

密度

0.931 g/mL at 25 °C

SMILES字符串

C[Zn]C

InChI

1S/2CH3.Zn/h2*1H3;

InChI key

AXAZMDOAUQTMOW-UHFFFAOYSA-N

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应用

Dimethylzinc can be used as:
  • A catalyst with nickel for the stereoselective C−2 alkenylation and dialkenylation of pyridine derivatives by alkynes to give monoalkenylation products.
  • A reagent with aldehydes and 2-methoxyaniline for the enantioselective synthesis of alkyl and aralkyl secondary amines via one-pot three-component coupling reaction in the presence of zirconium tetraisopropoxide.
  • A methylating reagent for the methylation of fluoroalkylated pyruvates in the presence of a copper/chiral diphosphine catalyst.
  • An activator for radical trifluoromethylation of silyl enol ethers leading to α-trifluoromethyl ketones.

警示用语:

Danger

危险分类

Aquatic Acute 1 - Aquatic Chronic 1 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Pyr. Liq. 1 - Repr. 2 - Skin Corr. 1B - STOT RE 2 - STOT SE 3 - Water-react 1

靶器官

Central nervous system

储存分类代码

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 3

闪点(°F)

1.4 °F - closed cup

闪点(°C)

-17 °C - closed cup

个人防护装备

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


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Koichi Mikami et al.
Organic letters, 8(21), 4671-4673 (2006-10-06)
[reaction: see text] The radical trifluoromethylation of ketone silyl enol ethers gave alpha-CF(3) ketones in good yields with wide scope of the ketonic substrates including acyclic ketones and cyclopentanone. The use of dialkylzinc to activate the silyl enol ethers is
Radical trifluoromethylation of ketone silyl enol ethers by activation with dialkylzinc.
Mikami K, et al.
Organic Letters, 8(21), 4671-4673 (2006)
A strategy for C-H activation of pyridines: direct C-2 selective alkenylation of pyridines by Nickel/Lewis Acid catalysis.
Nakao Y, et al.
Journal of the American Chemical Society, 130(8), 2448-2449 (2008)
Three-component catalytic asymmetric synthesis of aliphatic amines.
Porter JR, et al.
Journal of the American Chemical Society, 123(42), 10409-10410 (2001)
Copper-catalyzed asymmetric methylation of fluoroalkylated pyruvates with dimethylzinc.
Aikawa K, et al.
Beilstein Journal of Organic Chemistry, 14(1), 576-582 (2018)

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