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M35304

Methyl chloroformate

Name: Methyl chloroformate
Brand: ALDRICH

99%

Synonym(s):

MCF, Chloroformic acid methyl ester

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About This Item

Linear Formula:

ClCOOCH₃

CAS Number:

79-22-1

Molecular Weight:

94.50

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24896852

EC Number:

201-187-3

Beilstein/REAXYS Number:

605437

MDL number:

MFCD00000639

Assay:

99%

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Properties

vapor density

3.26 (vs air)

Quality Level

200

vapor pressure

4.8 psi ( 20 °C)

assay

99%

autoignition temp.

905 °F

refractive index

n20/D 1.387 (lit.)

bp

70-72 °C (lit.)

density

1.223 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

COC(Cl)=O

InChI

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

InChI key

XMJHPCRAQCTCFT-UHFFFAOYSA-N

Description

Application

Methyl chloroformate (MCF) is generally used for the derivatization of functional groups such as carboxylic acids, amines, and phenols.
MCF can also be used:

To activate 3-acylpyridines for nucleophilic addition with alkynyltin reagents to form 2,3-disubstituted 1,2-dihydropyridines.
Chloroesterification of terminal alkynes to form β-chloro-α,β-unsaturated esters.
As an electrophilic reagent to mediate the reaction of pyridine with lithium dialkyl- or diarylcuprates to form 4-substituted 1,4-dihydropyridine derivatives.
To convert nitronates into methoxycarbonyl nitronates.

pictograms

GHS02,GHS06,GHS05

signalword

Danger

hcodes

H225,H302 + H312,H314,H330

pcodes

P210 - P280 - P301 + P312 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk

WGK 2

flash_point_f

50.0 °F - closed cup

flash_point_c

10 °C - closed cup

Regulatory Information

监管及禁止进口产品

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Gas chromatography-mass spectrometry analysis of amino acid enantiomers as methyl chloroformate derivatives: application to space analysis.

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

Analytical platform for metabolome analysis of microbial cells using methyl chloroformate derivatization followed by gas chromatography-mass spectrometry.

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

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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Global Trade Item Number

SKU	GTIN
M35304-500G	04061834050346
M35304-5G	04061836690427
M35304-100G	04061834050339