Methyl hypochlorite

Chemical compound

Methyl hypochlorite is the simplest of the organic alkyl hypochlorites. It is an unstable compound that can be produced by the reaction of methanol with hypochlorous acid.[1] It was first synthesized by Traugott Sandmeyer in the 1880s.[2]

Methyl hypochlorite
Names
Preferred IUPAC name
Methyl hypochlorite
Other names
(Chlorooxy)methane; Hypochlorous acid methyl ester; Methoxy chloride
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/CH3ClO/c1-3-2/h1H3 checkY
    Key: UCFFGYASXIPWPD-UHFFFAOYSA-N checkY
  • InChI=1S/CH3ClO/c1-3-2/h1H3
    Key: UCFFGYASXIPWPD-UHFFFAOYSA-N
  • COCl
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
GHS labelling:
GHS01: ExplosiveGHS02: FlammableGHS05: CorrosiveGHS08: Health hazard
Danger
NFPA 704 (fire diamond)
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File:NFPA 704.svg|80px|alt=NFPA 704 four-colored diamond poly 150 150 300 300 150 450 0 300 Health 4: Very short exposure could cause death or major residual injury. E.g. VX gas poly 300 0 450 150 300 300 150 150 Flammability (red): no hazard code poly 450 150 600 300 450 450 300 300 Instability 4: Readily capable of detonation or explosive decomposition at normal temperatures and pressures. E.g. nitroglycerin poly 300 300 450 450 300 600 150 450 Special hazards (white): no code desc none

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4
4
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Methyl hypochlorite forms 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 Arctic and Antarctic regions.[3]

See also

References

  1. ^ Taylor, M. C.; MacMullin, R. B.; Gammal, C. A. (February 1925). "Hypochlorous Acid and the Alkyl Hypochlorite". 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. Bibcode:1994GeoRL..21.1795H. doi:10.1029/94GL01280.