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Merck
CN

32587

Diethylzinc solution

purum, ~1 M in hexane (solution)

Synonym(s):

Zincdiethyl

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About This Item

Linear Formula:
(C2H5)2Zn
CAS Number:
557-20-0
Molecular Weight:
123.51
UNSPSC Code:
12352103
Beilstein/REAXYS Number:
3587207
MDL number:
MFCD00009021

Key Documents

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grade

purum

concentration

~1 M in hexane (solution)

density

0.726 g/mL at 20 °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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Disclaimer

may form some precipitation on storage

signalword

Danger

target_organs

Central nervous system, Nervous system

supp_hazards

EUH014

Storage Class

4.2 - Pyrophoric and self-heating hazardous materials

wgk

WGK 3

flash_point_f

-9.4 °F - closed cup

flash_point_c

-23 °C - closed cup

ppe

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

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 Inhalation - STOT SE 3 - Water-react. 1

Regulatory Information

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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
Tummanapalli Satyanarayana et al.
Organic letters, 9(2), 251-253 (2007-01-16)
A strong asymmetric amplification is observed in the addition of diethylzinc on aromatic aldehydes in the presence of the bistriflamide of trans-1,2-diaminocyclohexane 3a. The asymmetric amplification originates from the insolubility of the catalyst precursor 3a of low enantiomeric excess (ee)
Abu Bakar Md et al.
Chemical & pharmaceutical bulletin, 56(1), 57-59 (2008-01-08)
N-Heterocyclic carbenes (NHCs) were generated in-situ from imidazolium and imidazolinium salts by deprotonation of C-2 hydrogen and were used as ligands in the copper-catalyzed addition of diethylzinc to N-sulfonylimines. The copper-NHC complexes were shown to possess an efficient ligand acceleration
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)
Isabelle Bonnaventure et al.
The Journal of organic chemistry, 73(16), 6330-6340 (2008-07-22)
The hemilabile ligand Me-DuPHOS(O) 2 has proven to be a successful ligand for the copper-catalyzed addition of diethylzinc to N-phosphinoylimines. The corresponding alpha-chiral amines were obtained in high yields (80-98%) and enantiomeric ratios (19.0:1 to 99.0:1 er). Furthermore, this Cu*
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