Methyl chloroformate

Methyl chloroformate^[1]
Names
	IUPAC name Methyl carbonochloridate
	Other names Methyl chloroformate, Chlorocarbonic methyl ester, Methyl chlorocarbonate
Identifiers
CAS Number	79-22-1 ;
3D model (JSmol)	Interactive image; Interactive image;
Beilstein Reference	605437
ChemSpider	6337 ;
ECHA InfoCard	100.001.080
EC Number	201-187-3;
PubChem CID	6586;
CompTox Dashboard (EPA)	DTXSID0024185 ;
	InChI InChI=1S/C2H3ClO2/c1-5-2(3)4/h1H3 Key: XMJHPCRAQCTCFT-UHFFFAOYSA-N ; InChI=1/C2H3ClO2/c1-5-2(3)4/h1H3 Key: XMJHPCRAQCTCFT-UHFFFAOYAT;
	SMILES O=C(Cl)OC; ClC(=O)OC;
Properties
Chemical formula	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
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). verify (what is ?) 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

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

Safety

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

References

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

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[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.

[1]

[2]

Uses

Safety

See also

References