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Methanedithiol

From Wikipedia, the free encyclopedia
Methanedithiol
Names
Preferred IUPAC name
Methanedithiol
Other names
Dimercaptomethane
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.166.842 Edit this at Wikidata
UNII
  • InChI=1S/CH4S2/c2-1-3/h2-3H,1H2
    Key: INBDPOJZYZJUDA-UHFFFAOYSA-N
  • SCS
Properties
CH4S2
Molar mass 80.16 g·mol−1
Appearance Colorless liquid
Boiling point 58 °C (136 °F; 331 K)
1.581
Hazards
GHS labelling:
GHS02: Flammable
Warning
H226
P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Methanedithiol is an organosulfur compound with the formula H2C(SH)2. A seldom used chemical, it form when formaldehyde reacts with hydrogen sulfide under pressure:

CH2O + 2 H2S → H2C(SH)2 + H2O

This reaction competes with formation of trithiane:

3 H2C(SH)2 → [H2CS]3 + 3 H2S

Methanedithiol forms a solid dibenzoate derivative upon treatment with benzoic anhydride:[1]

3 H2C(SH)2 + 2 (C6H5CO)2O → H2C[SC(O)C6H5]2 + 2 C6H5CO2H

Methanetrithiol is also known.

References

[edit]
  1. ^ Cairns, T. L.; Evans, G. L.; Larchar, A. W.; McKusick, B. C. (1952). "gem-Dithiols". Journal of the American Chemical Society. 74 (16): 3982–9. doi:10.1021/ja01136a004.