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Merck
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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


分析證明 (COA)

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Radical trifluoromethylation of ketone silyl enol ethers by activation with dialkylzinc.
Mikami K, et al.
Organic Letters, 8(21), 4671-4673 (2006)
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
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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