Bis(trifluoromethyl) disulfide

Bis(trifluoromethyl) disulfide (TFD) is a fluorinated organosulfur compound that was used as a fumigant.[1] It is a volatile liquid that is extremely toxic by inhalation.

Bis(trifluoromethyl) disulfide
Names
Other names
Hexafluorodimethyl disulfide
TFD
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
InChI
  • InChI=1S/C2F6S2/c3-1(4,5)9-10-2(6,7)8
    Key: CGMFFOXAQVRUAZ-UHFFFAOYSA-N
SMILES
  • C(F)(F)(F)SSC(F)(F)F
Properties
Chemical formula
 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).
Infobox references

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

Reference
  1. "Fumigation with bis(trifluoromethyl) disulfide".
  2. "Reaction of metal fluorides with thiophosgene and perchloromethyl mercaptan".
  3. "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.
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