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 pressure:
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| Column 1 | Column 2 |
|---|---|
| Preferred IUPAC name | |
| Methanedithiol | |
| Other names | |
| Dimercaptomethane | |
| CAS Number | .mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}6725-64-0 |
| 3D model (JSmol) | Interactive image |
| ChemSpider | 122421 |
| ECHA InfoCard | 100.166.842 |
| PubChem CID | 138818 |
| UNII | LSC543N4PH |
| CompTox Dashboard (EPA) | DTXSID50217580 |
| InChI | |
| InChI=1S/CH4S2/c2-1-3/h2-3H,1H2Key: INBDPOJZYZJUDA-UHFFFAOYSA-N | |
| SMILES | |
| SCS | |
| Chemical formula | CH4S2 |
| Molar mass | 80.16 g·mol−1 |
| Appearance | Colorless liquid |
| Boiling point | 58 °C (136 °F; 331 K) |
| Refractive index (nD) | 1.581 |
| GHS labelling: | |
| Pictograms | |
| Signal word | Warning |
| Hazard statements | H226 |
| Precautionary statements | 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). |
Infobox references | |
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:
.mw-parser-output .template-chem2-su{display:inline-block;font-size:80%;line-height:1;vertical-align:-0.35em}.mw-parser-output .template-chem2-su>span{display:block;text-align:left}.mw-parser-output sub.template-chem2-sub{font-size:80%;vertical-align:-0.35em}.mw-parser-output sup.template-chem2-sup{font-size:80%;vertical-align:0.65em}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:
3 H2C(SH)2 + 2 (C6H5CO)2O → H2C[SC(O)C6H5]2 + 2 C6H5CO2H
Methanetrithiol is also known.