Bis(trifluoromethyl) disulfide

Last updated
Bis(trifluoromethyl) disulfide
Bis(trifluoromethyl) disulfide.svg
Names
Other names
Hexafluorodimethyl disulfide
TFD
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
  • InChI=1S/C2F6S2/c3-1(4,5)9-10-2(6,7)8
    Key: CGMFFOXAQVRUAZ-UHFFFAOYSA-N
  • C(F)(F)(F)SSC(F)(F)F
Properties
C2F6S2
Molar mass 202.13 g·mol−1
AppearanceLiquid
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).

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.

Contents

Synthesis

TFD can be produced by reaction of perchloromethyl mercaptan or thiophosgene with sodium fluoride. [2]

Toxicity

TFD 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

References

  1. ↑ "Fumigation with bis(trifluoromethyl) disulfide".
  2. ↑ "Reaction of metal fluorides with thiophosgene and perchloromethyl mercaptan".
  3. ↑ Nold, J. B.; Petrali, J. P.; Wall, H. G.; Moore, D. H. (1991). "Progressive Pulmonary Pathology of Two Organofluorine Compounds in Rats".
  4. ↑ 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.


This page is based on this Wikipedia article
Text is available under the CC BY-SA 4.0 license; additional terms may apply.
Images, videos and audio are available under their respective licenses.