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Merck

108421

Sigma-Aldrich

氰基乙酸甲酯

99%

别名:

Methyl 2-cyanoacetate

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25 G
$79.20
500 G
$161.00

About This Item

线性分子式:
NCCH2COOCH3
CAS号:
分子量:
99.09
Beilstein:
773945
EC 号:
MDL编号:
UNSPSC代码:
12352100
eCl@ss:
39031513
PubChem化学物质编号:
NACRES:
NA.22

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蒸汽密度

3.41 (vs air)

质量水平

蒸汽压

0.2 mmHg ( 20 °C)

方案

99%

折射率

n20/D 1.417 (lit.)

沸点

204-207 °C (lit.)

mp

−13 °C (lit.)

密度

1.123 g/mL at 25 °C (lit.)

官能团

ester
nitrile

SMILES字符串

COC(=O)CC#N

InChI

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

InChI key

ANGDWNBGPBMQHW-UHFFFAOYSA-N

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一般描述

氰基乙酸甲酯是药物有机合成以及合成农业中使用的一些生物活性化合物的中间产物 [1]。它与芳香醛发生方解石或萤石催化的 Knövenagel 缩合反应,得到相应的的芳亚芳基马来腈和 ( E )-α-氰酸酯 [2]

应用

氰乙酸甲酯可用于合成各种 1,2,5-三羰基化合物 [3]

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Eye Irrit. 2

储存分类代码

10 - Combustible liquids

WGK

WGK 1

闪点(°F)

230.0 °F - closed cup

闪点(°C)

110 °C - closed cup

个人防护装备

Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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)
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)
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.
Chemosphere, 233, 873-878 (2019-07-26)
The cyanoacrylate ethyl (2Z)-3-amino-2-cyano-3-phenylacrylate (phenamacril), has been introduced as an effective agent against several fungi species belonging to the Fusarium genus. However, in current literature, knowledge about the environmental behavior of this fungicide is limited and there are no data
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The 7th Amendment to the EU Cosmetics Directive and the EU REACH Regulation have reinforced the need for in vitro ocular test methods. Validated in vitro ocular toxicity tests that can predict the human response to chemicals, cosmetics and other

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

      Helpful?

  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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