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M35304

Sigma-Aldrich

Methyl chloroformate

99%

Sinônimo(s):

MCF, Chloroformic acid methyl ester

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About This Item

Fórmula linear:
ClCOOCH3
Número CAS:
Peso molecular:
94.50
Beilstein:
605437
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de substância PubChem:
NACRES:
NA.22
Preço e disponibilidade não estão disponíveis no momento.

densidade de vapor

3.26 (vs air)

Nível de qualidade

pressão de vapor

4.8 psi ( 20 °C)

Ensaio

99%

temperatura de autoignição

905 °F

índice de refração

n20/D 1.387 (lit.)

p.e.

70-72 °C (lit.)

densidade

1.223 g/mL at 25 °C (lit.)

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

COC(Cl)=O

InChI

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

chave InChI

XMJHPCRAQCTCFT-UHFFFAOYSA-N

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Aplicação

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]

Palavra indicadora

Danger

Classificações de perigo

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

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

50.0 °F - closed cup

Ponto de fulgor (°C)

10 °C - closed cup


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M G Zampolli et al.
Journal of chromatography. A, 1150(1-2), 162-172 (2007-01-16)
This work describes a GC-MS method for enantioselective separation of amino acids. The method is based on a derivatization reaction which employs a mixture of alkyl chloroformate-alcohol-pyridine, as reagents to obtain the N(O,S)-alkyl alkoxy carbonyl esters of amino acids. Various
Kathleen F Smart et al.
Nature protocols, 5(10), 1709-1729 (2010-10-05)
This protocol describes an analytical platform for the analysis of intra- and extracellular metabolites of microbial cells (yeast, filamentous fungi and bacteria) using gas chromatography-mass spectrometry (GC-MS). The protocol is subdivided into sampling, sample preparation, chemical derivatization of metabolites, GC-MS
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
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
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)

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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