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Merck

E43101

Sigma-Aldrich

Ethylchloroxoacetat

98%

Synonym(e):

Oxalsäure-monoethylester-chlorid, Ethyl-chlorglyoxylat, Ethyl-oxalylchlorid

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About This Item

Lineare Formel:
ClCOCOOCH2CH3
CAS-Nummer:
Molekulargewicht:
136.53
Beilstein:
506725
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352101
PubChem Substanz-ID:
NACRES:
NA.22
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Qualitätsniveau

Assay

98%

Form

liquid

Eignung der Reaktion

reagent type: oxidant

Brechungsindex

n20/D 1.416 (lit.)

bp

135 °C (lit.)

Dichte

1.222 g/mL at 25 °C (lit.)

SMILES String

CCOC(=O)C(Cl)=O

InChI

1S/C4H5ClO3/c1-2-8-4(7)3(5)6/h2H2,1H3

InChIKey

OWZFULPEVHKEKS-UHFFFAOYSA-N

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Anwendung

Ethyl chlorooxoacetate can be used for the synthesis of:
  • α-keto esters.[1]
  • Functionalized 3-pyrolin-2-ones.[2]
  • Substituted arylglyoxylic acids via Friedel–Crafts acylation.[3]
  • Substituted 9,10-phenanthrenequinones.[4]
  • Quinoxalinone derivatives.[5]

Signalwort

Danger

Gefahreneinstufungen

Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 3

Flammpunkt (°F)

105.8 °F - closed cup

Flammpunkt (°C)

41 °C - closed cup

Persönliche Schutzausrüstung

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


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Analysenzertifikate (COA)

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A one-pot synthesis of functionalised 3-pyrolin-2-ones by a four-component reaction between triphenylphosphine, primary amines, dimethyl acetylenedicarboxylate and ethyl chlorooxoacetate.
Anary-Abbasinejad M, et al.
J. Chem. Res. (M), 2007(10), 574-574 (2007)
A Convenient Synthesis of alpha-Keto Esters Using Ethyl 2-Pyridyl Oxalate.
Lee, Jae In
J. Korean Chem. Soc., 48(1), 103-103 (2004)
Synthesis of arylglyoxylic acids and their collision-induced dissociation.
Wadhwa K, et al.
Synthetic Communications, 38(24), 4434-4444 (2008)
Microwave assisted synthesis of novel imidazo [2, 1-b] thiazole derivative attached to quinoxalinones.
Mukherjee C, et al.
Tetrahedron Letters, 53(45), 6008-6014 (2012)
Shuhua Cao et al.
Dalton transactions (Cambridge, England : 2003), 49(34), 11851-11858 (2020-07-24)
A bimetallic Cu(ii) complex as a novel antitumor chemodynamic therapy agent with glutathione (GSH) depletion properties is successfully synthesized and well characterized. In tumor cells, the Cu2+ ions of the complex are reduced to Cu+ ions by GSH and then

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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