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

form

liquid

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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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.
Takuji Hirose et al.
The Journal of organic chemistry, 76(13), 5413-5428 (2011-05-20)
Twenty chiral 1,3-amino sulfonamides of two classes (2a-i and 3a-k) have been prepared from (-)-cis-2-benzamidocyclohexanecarboxylic acid (1) and studied as ligands for catalytic enantioselective addition of Et(2)Zn to a variety of aromatic and aliphatic aldehydes. The ligands 2 and 3

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