Bis(trifluoromethyl) disulfide (TFD) is a fluorinated organosulfur compound that was used as a fumigant.[1] It is also an intermediate in the synthesis of triflic acid. It is a volatile liquid that is extremely toxic by inhalation.
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| Names | |
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| Other names
Hexafluorodimethyl disulfide
TFD | |
| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C2F6S2 | |
| Molar mass | 202.13 g·mol−1 |
| Appearance | Liquid |
| Boiling point | 35 °C (95 °F; 308 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Synthesis
editTFD can be produced by reaction of perchloromethyl mercaptan or thiophosgene with sodium fluoride.[2]
Toxicity
editTFD is extremely toxic by inhalation. TFD is a powerful pulmonary agent that can cause severe pulmonary edema.[3] TFD is about half as toxic as perfluoroisobutene.[4]
See also
editReferences
edit- ^ "Fumigation with bis(trifluoromethyl) disulfide".
- ^ "Reaction of metal fluorides with thiophosgene and perchloromethyl mercaptan".
- ^ Nold, J. B.; Petrali, J. P.; Wall, H. G.; Moore, D. H. (1991). "Progressive Pulmonary Pathology of Two Organofluorine Compounds in Rats".
- ^ Timperley, Christopher M. (2000). "Highly-toxic fluorine compounds". Fluorine Chemistry at the Millennium. pp. 499–538. doi:10.1016/B978-008043405-6/50040-2. ISBN 9780080434056.
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