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M35304

Sigma-Aldrich

Methyl chloroformate

99%

Sinónimos:

MCF, Chloroformic acid methyl ester

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5 G
MXP 862.00
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MXP 1,152.00

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5 G
MXP 862.00
100 G
MXP 1,152.00

About This Item

Fórmula lineal:
ClCOOCH3
Número de CAS:
79-22-1
Peso molecular:
94.50
Beilstein:
605437
Número CE:
201-187-3
Número MDL:
MFCD00000639
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
24896852
NACRES:
NA.22

MXP 862.00

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densidad de vapor

3.26 (vs air)

Nivel de calidad

200

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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Certificados de análisis (COA)

Lot/Batch Number
SDBB3204
STBL0805
STBK0604
STBJ8556
STBJ5986

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Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

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
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)
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)
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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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