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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:
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.

Signal Word

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

Supplementary Hazards

EUH014

Storage Class Code

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 3

Flash Point(F)

44.6 °F - closed cup

Flash Point(C)

7 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

EU REACH Annex XVII (Restriction List)

CAS No.

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Certificates of Analysis (COA)

Lot/Batch Number
SHBN6442
SHBM3091
SHBL2579
SHBJ8935
SHBJ2304

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Synthesis, 3409-3409 (2006)
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)
Organic Syntheses, 83, 177-177 (2006)
Shaohua Gou et al.
Chirality, 23(2), 105-112 (2010-06-16)
New amino acid-based modular chiral ligands were readily synthesized and used to catalyze the asymmetric conjugate addition of Et(2) Zn to various cyclic enones in the presence of a variety of copper sources. Moderately high ee of up to 72%
Zhiyan Huang et al.
The Journal of organic chemistry, 72(4), 1373-1378 (2007-02-10)
A novel class of sulfinamido alcohol ligands 1-6 was synthesized from (S)-tert-butanesulfinamide. These ligands showed excellent catalytic activities and enantiomeric selectivities in asymmetric additions of diethylzinc to aromatic aldehydes.
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