Methyl hypochlorite

Methyl hypochlorite
Names
Preferred IUPAC name
(Chlorooxy)methane
Systematic IUPAC name
Methyl hypochlorite
Other names
Hypochlorous acid methyl ester; Methoxy chloride
Identifiers
3D model (JSmol)
ChemSpider
Properties
CH3ClO
Molar mass 66.48 g·mol−1
Appearance Gas
Odor Pungent
Density 1.058 g/cm3
Melting point −120.4 °C (−184.7 °F; 152.8 K)
Boiling point 9.18 °C (48.52 °F; 282.33 K)
Decomposes
1.343
Hazards
R-phrases (outdated) R3 R8 R23/24/25 R35
NFPA 704
Flammability (red): no hazard codeHealth code 4: Very short exposure could cause death or major residual injury. E.g., VX gasReactivity code 4: Readily capable of detonation or explosive decomposition at normal temperatures and pressures. E.g., nitroglycerinSpecial hazards (white): no codeNFPA 704 four-colored diamond
4
4
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 hypochlorite is the simplest of the organic alkyl hypochlorites. It is an explosively unstable and highly toxic compound that can be produced by the reaction of methanol with hypochlorous acid.[1] It was first synthesized by Sandmeyer in the 1880s.[2]

Methyl hypochlorite can form in the Earth's atmosphere by a reaction between ClO and CH3OO and is thought to be an important species in ozone destruction over the Artic and Antarctic regions.[3]

References

  1. Taylor, M. C.; MacMullin, R. B.; Gammal, C. A. (February 1925). "HYPOCHLOROUS ACID AND THE ALKYL HYPOCHLORITES". Journal of the American Chemical Society. 47 (2): 395–403. doi:10.1021/ja01679a017.
  2. Sandmeyer, Traugott (January 1886). "Ueber Aethyl- und Methylhypochlorit". Berichte der deutschen chemischen Gesellschaft. 19 (1): 857–861. doi:10.1002/cber.188601901196.
  3. Helleis, Frank; Crowley, John; Moortgat, Geert (15 August 1994). "Temperature dependent CH3OCl formation in the reaction between CH3O2 and ClO". Geophysical Research Letters. 21 (17): 1795–1798. doi:10.1029/94GL01280.
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