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Merck
CN

697486

双(2,2,6,6-四甲基哌啶基)锌

0.5 M in toluene

别名:

Zn(tmp)2

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关于此项目

经验公式(希尔记法):
C18H36N2Zn
分子量:
345.88
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
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产品名称

双(2,2,6,6-四甲基哌啶基)锌, 0.5 M in toluene

InChI

1S/2C9H18N.Zn/c2*1-8(2)6-5-7-9(3,4)10-8;/h2*5-7H2,1-4H3;/q2*-1;+2

SMILES string

CC1(C)CCCC(C)(C)N1[Zn]N2C(C)(C)CCCC2(C)C

InChI key

ZWDZFMQAIVHFHF-UHFFFAOYSA-N

form

liquid

concentration

0.5 M in toluene

density

0.877 g/mL at 25 °C

Application

用于有机锌合成的多功能碱。

signalword

Danger

Hazard Classifications

Aquatic Chronic 3 - Asp. Tox. 1 - Flam. Liq. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 2 Inhalation - STOT SE 3

target_organs

Central nervous system

存储类别

3 - Flammable liquids

wgk

WGK 3

flash_point_f

50.0 °F - closed cup

flash_point_c

10 °C - closed cup

法规信息

易制毒化学品(3类)
危险化学品
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David Huang et al.
Journal of the American Chemical Society, 141(41), 16249-16254 (2019-09-27)
This report demonstrates the possibility of a nickel-catalyzed difunctionalization of unactivated alkenes initiated by an unstabilized enolate nucleophile. The process tolerates a diverse range of electrophiles, including aryl, heteroaryl, alkenyl, and amino electrophiles. An electron-deficient phosphine ligand and a tetrabutylammonium
Hlavinka, M. L.; Hagadorn, J. R.
Organometallics, 26, 4105-4105 (2007)
David Huang et al.
Organic letters, 20(3), 684-687 (2018-01-13)
The use of allyl-palladium catalysis for the one-step α,β-dehydrogenation of ketones via their zinc enolates is reported. The optimized protocol utilizes commercially available Zn(TMP)2 as base and diethyl allyl phosphate as oxidant. Notably, this transformation operates under salt-free conditions and
Pengpeng Zhang et al.
Journal of the American Chemical Society, 142(4), 1757-1762 (2019-12-19)
This manuscript describes the first practical benzylic dehydrogenation of electron-deficient heteroarenes, including pyridines, pyrazines, pyrimidines, pyridazines, and triazines. This transformation allows for the efficient benzylic oxidation of heteroarenes to afford heterocyclic styrenes by the action of nickel catalysis paired with
David Huang et al.
Journal of the American Chemical Society, 141(14), 5669-5674 (2019-03-13)
We herein disclose the first report of a first-row transition metal-catalyzed α,β-dehydrogenation of carbonyl compounds using allyl-nickel catalysis. This development overcomes several limitations of previously reported allyl-palladium-catalyzed oxidation, and is further leveraged for the development of an oxidative cycloalkenylation reaction

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