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Key Documents

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:
Molecular Weight:
123.51
Beilstein/REAXYS Number:
3587207
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

form

liquid

Quality Level

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

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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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)
Yan Yin et al.
The Journal of organic chemistry, 72(15), 5731-5736 (2007-06-22)
Intramolecular hydroamination of alkynyl amides was effected by a catalytic amount of Et2Zn (20 mol %) to form indole derivatives, and a tandem cyclization/nucleophilic addition procedure involving reaction of the indole zinc salt intermediate with acid chlorides or halides was
Efficient chirality switching in the addition of diethylzinc to aldehydes in the presence of simple chiral alpha-amino amides.
M Isabel Burguete et al.
Angewandte Chemie (International ed. in English), 46(47), 9002-9005 (2007-09-26)

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