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E43101

Sigma-Aldrich

Ethyl chlorooxoacetate

98%

Sinonimo/i:

mono-Ethyl oxalyl chloride, Ethyl chloroglyoxylate, Monoethyl oxalyl chloride, Oxalic acid monoethyl ester chloride

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About This Item

Formula condensata:
ClCOCOOCH2CH3
Numero CAS:
4755-77-5
Peso molecolare:
136.53
Beilstein:
506725
Numero CE:
225-285-0
Numero MDL:
MFCD00000706
Codice UNSPSC:
12352101
ID PubChem:
24894549
NACRES:
NA.22
Prezzi e disponibilità al momento non sono disponibili

Livello qualitativo

100

Saggio

98%

Stato

liquid

Impiego in reazioni chimiche

reagent type: oxidant

Indice di rifrazione

n20/D 1.416 (lit.)

P. ebollizione

135 °C (lit.)

Densità

1.222 g/mL at 25 °C (lit.)

Stringa SMILE

CCOC(=O)C(Cl)=O

InChI

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

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Applicazioni

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]

Avvertenze

Danger

Indicazioni di pericolo

H226,H314,H335

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

105.8 °F - closed cup

Punto d’infiammabilità (°C)

41 °C - closed cup

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
STBL3643
STBK9719
WXBD1736V
WXBD1185V
STBJ3928

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A Convenient Synthesis of alpha-Keto Esters Using Ethyl 2-Pyridyl Oxalate.
Lee, Jae In
J. Korean Chem. Soc., 48(1), 103-103 (2004)
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)
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)
Synthesis of arylglyoxylic acids and their collision-induced dissociation.
Wadhwa K, et al.
Synthetic Communications, 38(24), 4434-4444 (2008)
An Efficient and Scalable Synthesis of Substituted Phenanthrenequinones by Intramolecular Friedel- Crafts Reaction of Imidazolides.
Yoshikawa N, et al.
Organic Letters, 9(21), 4103-4106 (2007)
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Questions

1–2 of 2 Questions  

  1. 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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  2. 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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