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220809

Sigma-Aldrich

Diethylzinc solution

15 wt. % in toluene

Synonym(s):

Zincdiethyl

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About This Item

Linear Formula:
(C2H5)2Zn
CAS Number:
557-20-0
Molecular Weight:
123.51
Beilstein/REAXYS Number:
3587207
MDL number:
MFCD00009021
UNSPSC Code:
12352103
PubChem Substance ID:
24853193
NACRES:
NA.22

form

liquid

Quality Level

100

concentration

15 wt. % in toluene

density

0.915 g/mL at 25 °C

SMILES string

CC[Zn]CC

InChI

1S/2C2H5.Zn/c2*1-2;/h2*1H2,2H3;

InChI key

HQWPLXHWEZZGKY-UHFFFAOYSA-N

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Application

Employed together with CF3I in a Rh(I) catalyzed preparation of α-trifluoromethyl ketones from α,ß-unsaturated ketones. Promoter for the Wittig reaction of carbonyl compounds with dibromofluoroacetate and triphenylphosphine leading to α-fluroroacrylates. Ni catalyzed coupling with cyclic anhydrides.

signalword

Danger

Hazard Classifications

Aquatic Chronic 2 - 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

target_organs

Central nervous system

supp_hazards

EUH014

Storage Class

4.2 - Pyrophoric and self-heating hazardous materials

wgk_germany

WGK 3

flash_point_f

44.6 °F - closed cup

flash_point_c

7 °C - closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
SHBN6442
SHBM3091
SHBL2579
SHBJ8935
SHBJ2304

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Alkene-directed regioselective nickel-catalyzed cross-coupling of cyclic anhydrides with diorganozinc reagents.
Rebecca L Rogers et al.
Angewandte Chemie (International ed. in English), 46(48), 9301-9304 (2007-11-07)
Synthesis, 3409-3409 (2006)
Organic Syntheses, 83, 177-177 (2006)
Vincent Coeffard et al.
Organic & biomolecular chemistry, 7(8), 1723-1734 (2009-04-04)
The straightforward preparation of new modular oxazoline-containing bifunctional catalysts is reported employing a microwave-assisted Buchwald-Hartwig aryl amination as the key step. Covalent attachment of 2-(o-aminophenyl)oxazolines and pyridine derivatives generated in good-to-high yields a series of ligands in two or three
Weimin Lin et al.
The Journal of organic chemistry, 74(2), 645-651 (2008-12-06)
The application of a zinc carbenoid-mediated chain-extension reaction to a functionalized peptide isostere is reported. The cleavage site of human CVM protease was utilized as a target for testing the synthetic methodology. The utility of this chain-extension reaction is demonstrated
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