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Merck
CN

296112

Diethylzinc solution

1.0 M in hexanes

Synonym(s):

Zincdiethyl

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About This Item

Linear Formula:
(C2H5)2Zn
CAS Number:
Molecular Weight:
123.51
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3587207
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Quality Level

concentration

1.0 M in hexanes

density

0.726 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

Application

Diethylzinc solution can be used as a reagent to prepare:
  • α-trifluoromethyl ketones from α, β-unsaturated ketones with Rh (I) catalyst.
  • Alkynylzinc reagents which are used in cross-coupling reactions.
  • Chiral secondary alcohols from aromatic and aliphatic aldehydes in presence of camphor-derived β-amino alcohol.
  • 1, 4 conjugate addition product with enones.
  • α-fluoroacrylates from aldehydes and ketones.



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signalword

Danger

target_organs

Central nervous system, Nervous system

supp_hazards

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 1 Inhalation - STOT SE 3 - Water-react. 1

Regulatory Information

危险化学品

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Novel and general cross-coupling reactions of alkynylzinc reagents and organotellurium compounds
Dabdoub MJ, et al.
Tetrahedron Letters, 41(4), 437-440 (2000)
Asymmetric addition of diethylzinc to aldehydes catalyzed by a camphor-derived β-amino alcohol
Wu Z-L, et al.
Tetrahedron Asymmetry, 20(13), 1556-1560 (2009)
Enantioselective copper-catalyzed conjugate addition using chiral diaminocarbene ligands
Guillen F, et al.
Tetrahedron Asymmetry, 12(15), 2083-2086 (2001)



Global Trade Item Number

SKUGTIN
296112-100ML04061826649329
296112-2L04061838119209
296112-800ML04061826649336
296112-PZ04061823822152