M35304
Methyl chloroformate
99%
Synonym(s):
MCF, Chloroformic acid methyl ester
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About This Item
Linear Formula:
ClCOOCH3
CAS Number:
Molecular Weight:
94.50
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
201-187-3
Beilstein/REAXYS Number:
605437
MDL number:
Assay:
99%
InChI
1S/C2H3ClO2/c1-5-2(3)4/h1H3
InChI key
XMJHPCRAQCTCFT-UHFFFAOYSA-N
SMILES string
COC(Cl)=O
vapor density
3.26 (vs air)
vapor pressure
4.8 psi ( 20 °C)
assay
99%
autoignition temp.
905 °F
Quality Level
bp
70-72 °C (lit.)
density
1.223 g/mL at 25 °C (lit.)
storage temp.
2-8°C
Related Categories
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:
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.
signalword
Danger
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
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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
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
Thibaut D J Delplancke et al.
Scientific reports, 8(1), 36-36 (2018-01-10)
The hair metabolome has been recognized as a valuable source of information in pregnancy research, as it provides stable metabolite information that could assist with studying biomarkers or metabolic mechanisms of pregnancy and its complications. We tested the hypothesis that
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)
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