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Merck

M35304

Sigma-Aldrich

Methyl chloroformate

99%

Sinónimos:

MCF, Chloroformic acid methyl ester

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About This Item

Fórmula lineal:
ClCOOCH3
Número de CAS:
Peso molecular:
94.50
Beilstein:
605437
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
NACRES:
NA.22
En este momento no podemos mostrarle ni los precios ni la disponibilidad

densidad de vapor

3.26 (vs air)

Nivel de calidad

presión de vapor

4.8 psi ( 20 °C)

Ensayo

99%

temp. de autoignición

905 °F

índice de refracción

n20/D 1.387 (lit.)

bp

70-72 °C (lit.)

densidad

1.223 g/mL at 25 °C (lit.)

temp. de almacenamiento

2-8°C

cadena SMILES

COC(Cl)=O

InChI

1S/C2H3ClO2/c1-5-2(3)4/h1H3

Clave InChI

XMJHPCRAQCTCFT-UHFFFAOYSA-N

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Aplicación

Methyl chloroformate (MCF) is generally used for the derivatization of functional groups such as carboxylic acids, amines, and phenols.[1]
MCF can also be used:
  • To activate 3-acylpyridines for nucleophilic addition with alkynyltin reagents to form 2,3-disubstituted 1,2-dihydropyridines.[2]
  • Chloroesterification of terminal alkynes to form β-chloro-α,β-unsaturated esters.[3]
  • As an electrophilic reagent to mediate the reaction of pyridine with lithium dialkyl- or diarylcuprates to form 4-substituted 1,4-dihydropyridine derivatives.[4]
  • To convert nitronates into methoxycarbonyl nitronates.[5]

Palabra de señalización

Danger

Clasificaciones de peligro

Acute Tox. 2 Inhalation - Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

Código de clase de almacenamiento

3 - Flammable liquids

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

50.0 °F - closed cup

Punto de inflamabilidad (°C)

10 °C - closed cup


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Los clientes también vieron

Reaction of Cuprate Reagents with Pyridine in the Presence of Chloroformate. A Novel Synthesis of 1, 4-Dihydropyridine Derivatives.
Piers E and Soucy M
Canadian Journal of Chemistry, 52(20), 3563-3564 (1974)
Using design of experiments to optimize derivatization with methyl chloroformate for quantitative analysis of the aqueous phase from hydrothermal liquefaction of biomass.
Madsen R B, et al.
Analytical and Bioanalytical Chemistry, 408(8), 2171-2183 (2016)
Ting-Li Han et al.
PloS one, 8(8), e71364-e71364 (2013-08-21)
Phenylethyl alcohol was one of the first quorum sensing molecules (QSMs) identified in C. albicans. This extracellular signalling molecule inhibits the hyphal formation of C. albicans at high cell density. Little is known, however, about the underlying mechanisms by which
Francesca Casu et al.
Metabolomics : Official journal of the Metabolomic Society, 14(8), 103-103 (2019-03-05)
Saccharomyces cerevisiae has been widely used for fermenting food and beverages for over thousands years. Its metabolism together with the substrate composition play an important role in determining the characteristics of the final fermented products. We previously showed that the
Regio-and chemoselective addition of alkynyltin reagents to the 2-position of 3-acylpyridines activated by methyl chloroformate: selective synthesis of 2, 3-disubstituted 1, 2-dihydropyridines.
Yamaguchi R, et al.
Tetrahedron Letters, 29(15), 1785-1788 (1988)

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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