Methyl chloroformate

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Methyl chloroformate[1]
Skeletal formula of methyl chloroformate
Ball-and-stick model of the methyl chloroformate molecule
Names
IUPAC name
Methyl carbonochloridate
Other names
Methyl chloroformate, Chlorocarbonic methyl ester, Methyl chlorocarbonate
Identifiers
79-22-1 YesY
605437
ChemSpider 6337 YesY
EC Number 201-187-3
Jmol 3D model Interactive image
Interactive image
PubChem 6586
Properties
C2H3ClO2
Molar mass 94.49 g·mol−1
Density 1.223 g/mL
Boiling point 70 to 72 °C (158 to 162 °F; 343 to 345 K)
Hazards
Corrosive CDangerous for the Environment (Nature) NHarmful Xn
R-phrases R34 R50/53
S-phrases (S1/2) S26 S45 S60 S61
Flash point 10 °C (50 °F; 283 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Methyl chloroformate is the methyl ester of chloroformic acid and is an oily liquid with a color that is anywhere from yellow to colorless. It is also known for its pungent odor.

Uses[edit]

Methyl chloroformate is used in organic synthesis for the introduction of the methoxycarbonyl functionality to a suitable nucleophile (i.e. carbomethoxylation).[2]

Safety[edit]

Methyl chloroformate, if heated, releases phosgene and produces toxic, corrosive fumes if it comes in contact with water.

See also[edit]

References[edit]

  1. ^ Methyl chloroformate at Sigma-Aldrich
  2. ^ Fischer, Emil (1914). "Synthesis of depsides, lichen-substances and tannins". Journal of the American Chemical Society 36 (6): 1170–1201. doi:10.1021/ja02183a009.