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Merck
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重要文件

364401

Sigma-Aldrich

二甲基锌 溶液

2.0 M in toluene

同義詞:

Dimethylzinc

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About This Item

線性公式:
(CH3)2Zn
CAS號碼:
分子量::
95.46
Beilstein:
3587195
MDL號碼:
分類程式碼代碼:
12352103
PubChem物質ID:
NACRES:
NA.22

品質等級

濃度

2.0 M in toluene

密度

0.931 g/mL at 25 °C

SMILES 字串

C[Zn]C

InChI

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

InChI 密鑰

AXAZMDOAUQTMOW-UHFFFAOYSA-N

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應用

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.

訊號詞

Danger

危險分類

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

標靶器官

Central nervous system

儲存類別代碼

4.2 - Pyrophoric and self-heating hazardous materials

水污染物質分類(WGK)

WGK 3

閃點(°F)

1.4 °F - closed cup

閃點(°C)

-17 °C - closed cup

個人防護裝備

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


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分析證明 (COA)

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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)
Copper-catalyzed asymmetric methylation of fluoroalkylated pyruvates with dimethylzinc.
Aikawa K, et al.
Beilstein Journal of Organic Chemistry, 14(1), 576-582 (2018)
Three-component catalytic asymmetric synthesis of aliphatic amines.
Porter JR, et al.
Journal of the American Chemical Society, 123(42), 10409-10410 (2001)
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)

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