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%
vapor density
3.26 (vs air)
Quality Level
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
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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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
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