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E22201

Sigma-Aldrich

Ethyl diazoacetate

contains ≥13 wt. % dichloromethane

Sinónimos:

DAAE

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About This Item

Fórmula lineal:
N=N=CHCOOC2H5
Número de CAS:
623-73-4
Peso molecular:
114.10
Beilstein:
107654
Número MDL:
MFCD00001989
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
24894459
NACRES:
NA.22
En este momento no podemos mostrarle ni los precios ni la disponibilidad

Formulario

liquid

Nivel de calidad

200

contiene

≥13 wt. % dichloromethane

índice de refracción

n20/D 1.46 (lit.)

bp

140-141 °C/720 mmHg (lit.)

mp

−22 °C (lit.)

solubilidad

water: slightly soluble

densidad

1.085 g/mL at 25 °C (lit.)

temp. de almacenamiento

2-8°C

cadena SMILES

CCOC(=O)C=[N+]=[N-]

InChI

1S/C4H6N2O2/c1-2-8-4(7)3-6-5/h3H,2H2,1H3

Clave InChI

YVPJCJLMRRTDMQ-UHFFFAOYSA-N

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Aplicación

New Diazoacetate Formulations
Reagent for ruthenium-catalyzed asymmetric cyclopropanation of alkenes.[1]

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Referencia del producto
Descripción
Precios

912522

Adamantanyl 2,2-diiodoacetate, ≥95%

Palabra de señalización

Warning

Clasificaciones de peligro

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 3 - Self-react. E - Skin Irrit. 2

Código de clase de almacenamiento

5.2 - Organic peroxides and self-reacting hazardous materials

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

116.6 °F - closed cup

Punto de inflamabilidad (°C)

47 °C - closed cup

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Certificados de análisis (COA)

Lot/Batch Number
MKCT6861
MKCS4068
MKCQ6362
MKCR6269
MKCR6267

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Barry M Trost et al.
Journal of the American Chemical Society, 131(5), 1674-1675 (2009-02-05)
Magnesium-catalyzed enantioselective aldol between ethyl diazoacetate and aromatic, aliphatic, and alpha,beta-unsaturated aldehydes affords alpha-diazo-beta-hydroxy-esters in high enantioselectivities. Aldol adducts resulting from this asymmetric transformation are versatile intermediates toward the synthesis of several ester containing chiral building blocks.
Ying Chen et al.
The Journal of organic chemistry, 69(7), 2431-2435 (2004-03-31)
Vitamin B(12) derivatives were found for the first time to be general and efficient catalysts for asymmetric cyclopropanation of alkenes with ethyl diazoacetate (EDA). Among several common derivatives, aquocobalamin (B(12a)) was shown to be the most effective catalyst for a
Lian-Biao Zhao et al.
The Journal of organic chemistry, 72(26), 10276-10278 (2007-11-29)
Copper-catalyzed [4 + 1] cycloaddition reaction of alpha,beta-acetylenic ketones with alpha-diazo esters offers an efficient, direct route to highly substituted furans. The reaction conditions and the scope of the process are examined, and a possible mechanism is proposed.
Marianne Lenes Rosenberg et al.
The Journal of organic chemistry, 76(8), 2465-2470 (2011-03-19)
The performance of recently reported highly cis-diastereoselective Rh(I) cyclopropanation catalysts has been significantly improved by a systematic study of different reaction parameters (catalyst activation, solvent, temperature, stoichiometry). The catalyst efficiency and diastereoselectivity were enhanced by changing the activating agent from
Eva M Reingruber et al.
Journal of chromatography. A, 1255, 259-266 (2012-03-31)
Polymers, especially copolymers, are highly complex samples and, therefore, require various setups for their thorough characterization. In this work, one- and two-dimensional chromatographic approaches were applied to characterize two homopolymers and two dissimilar copolymers prepared by rhodium-mediated carbene polymerization using
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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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