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296112

Sigma-Aldrich

Diethylzinc solution

1.0 M in hexanes

Synonym(s):

Zincdiethyl

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100 ML
$130.64
800 ML
$459.00
2 L
$782.00

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

$130.64

List Price$142.00Save 8%
Web-Only Promotion

Available to ship onApril 22, 2025Details


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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

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Application

Diethylzinc solution can be used as a reagent to prepare:
  • α-trifluoromethyl ketones from α, β-unsaturated ketones with Rh (I) catalyst.[1]
  • Alkynylzinc reagents which are used in cross-coupling reactions.[2]
  • Chiral secondary alcohols from aromatic and aliphatic aldehydes in presence of camphor-derived β-amino alcohol.[3]
  • 1, 4 conjugate addition product with enones.[4]
  • α-fluoroacrylates from aldehydes and ketones.[5]

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 1 Inhalation - STOT SE 3 - Water-react 1

target_organs

Central nervous system, Nervous system

supp_hazards

Storage Class

4.2 - Pyrophoric and self-heating hazardous materials

wgk_germany

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


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Certificates of Analysis (COA)

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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)
Enantioselective copper-catalyzed conjugate addition using chiral diaminocarbene ligands
Guillen F, et al.
Tetrahedron Asymmetry, 12(15), 2083-2086 (2001)
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)
Rhodium-Catalyzed Novel Trifluoromethylation at the α-Position of α, β-Unsaturated Ketones
Sato K, et al.
Organic Letters, 6(23), 4359-4361 (2004)
Organic Syntheses, 83, 177-177 (2006)

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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