Methanedithiol

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

Methanedithiol
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 forms 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

  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.

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