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108421

Sigma-Aldrich

Methyl cyanoacetate

99%

Sinônimo(s):

Methyl 2-cyanoacetate

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About This Item

Fórmula linear:
NCCH2COOCH3
Número CAS:
105-34-0
Peso molecular:
99.09
Beilstein:
773945
Número CE:
203-288-8
Número MDL:
MFCD00001939
Código UNSPSC:
12352100
eCl@ss:
39031513
ID de substância PubChem:
24846667
NACRES:
NA.22

R$ 354,00

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densidade de vapor

3.41 (vs air)

Nível de qualidade

200

pressão de vapor

0.2 mmHg ( 20 °C)

Ensaio

99%

índice de refração

n20/D 1.417 (lit.)

p.e.

204-207 °C (lit.)

pf

−13 °C (lit.)

densidade

1.123 g/mL at 25 °C (lit.)

grupo funcional

ester
nitrile

cadeia de caracteres SMILES

COC(=O)CC#N

InChI

1S/C4H5NO2/c1-7-4(6)2-3-5/h2H2,1H3

chave InChI

ANGDWNBGPBMQHW-UHFFFAOYSA-N

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Descrição geral

Methyl cyanoacetate is the intermediate product in pharmaceutical organic synthesis as well as in the synthesis of some biologically active compounds used in agriculture[1]. It undergoes calcite or fluorite catalyzed Knövenagel condensation with aromatic aldehydes, giving the corresponding arylidenemalononitriles and (E)-α-cyanocinnamic esters[2].

Aplicação

Methyl cyanoacetate may be used in the synthesis of various 1,2,5-tricarbonyl compounds[3].

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H319

Classificações de perigo

Eye Irrit. 2

Código de classe de armazenamento

10 - Combustible liquids

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

230.0 °F - closed cup

Ponto de fulgor (°C)

110 °C - closed cup

Equipamento de proteção individual

Eyeshields, Gloves

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Certificados de análise (COA)

Lot/Batch Number
WXBF2549V
WXBD7921V
BCBN1608V
BCBL0892V
BCBG9316V

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MALONAMIC ACID AldrichCPR

S937436

MALONAMIC ACID

Malononitrile ≥99%

Sigma-Aldrich

M1407

Malononitrile

Conformational isomerism in methyl cyanoacetate: A combined matrix-isolation infrared spectroscopy and molecular orbital study.
Reva ID, et al
Physical Chemistry Chemical Physics, 3(19), 4235-4241 (2011)
Construction of 1, 2, 5-Tricarbonyl Compounds using Methyl Cyanoacetate as a Glyoxylate Anion Synthon Combined with Copper (I) Iodide-Catalyzed Aerobic Oxidation.
Kim SH, et al.
Advanced Synthesis & Catalysis, 353(18), 3335-3339 (2011)
Calcite and fluorite as catalyst for the Knovenagel condensation of malononitrile and methyl cyanoacetate under solvent-free conditions.
Wada S and Suzuki H.
Tetrahedron Letters, 44(2), 399-401 (2003)
Søren S Donau et al.
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Questions

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  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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