1,3-Difluoro-2-propanol

1,3-Difluoro-2-propanol is a metabolic poison which disrupts the citric acid cycle and is used as a rodenticide, similar to sodium fluoroacetate. It is the main ingredient (along with 1-chloro-3-fluoro-2-propanol) in the rodenticide product Gliftor which was widely used in the former USSR[2][3][4] and still approved in China.[5]

1,3-Difluoro-2-propanol
Names
Preferred IUPAC name
1,3-Difluoropropan-2-ol
Identifiers
3D model (JSmol)
ChemSpider
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UNII
  • InChI=1S/C3H6F2O/c4-1-3(6)2-5/h3,6H,1-2H2 checkY
    Key: PVDLUGWWIOGCNH-UHFFFAOYSA-N checkY
  • InChI=1/C3H6F2O/c4-1-3(6)2-5/h3,6H,1-2H2
    Key: PVDLUGWWIOGCNH-UHFFFAOYAJ
  • OC(CF)CF
  • FCC(O)CF
Properties
C3H6F2O
Molar mass 96.077 g·mol−1
Density 1.24 g/cm3 (at 25 °C) [1]
Boiling point 54 to 55 °C (129 to 131 °F; 327 to 328 K)
Hazards
Flash point 42 °C (108 °F; 315 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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References

edit
  1. ^ Sigma Aldrich
  2. ^ Buklan AI, Kravets AF (1986). "[Gliftor poisoning]". Sudebno-Meditsinskaia Ekspertiza (in Russian). 29 (1): 55–6. PMID 3961873.
  3. ^ Feldwick MG, Noakes PS, Prause U, Mead RJ, Kostyniak PJ (1998). "The biochemical toxicology of 1,3-difluoro-2-propanol, the major ingredient of the pesticide gliftor: the potential of 4-methylpyrazole as an antidote". Journal of Biochemical and Molecular Toxicology. 12 (1): 41–52. doi:10.1002/(SICI)1099-0461(1998)12:1<41::AID-JBT6>3.0.CO;2-P. PMID 9414486. S2CID 29455648.
  4. ^ Menon KI, Feldwick MG, Noakes PS, Mead RJ (2001). "The mode of toxic action of the pesticide gliftor: the metabolism of 1,3-difluoroacetone to (−)-erythro-fluorocitrate". Journal of Biochemical and Molecular Toxicology. 15 (1): 47–54. doi:10.1002/1099-0461(2001)15:1<47::AID-JBT6>3.0.CO;2-E. PMID 11170315. S2CID 9064673.
  5. ^ Wood, Alan. "Gliftor". Compendium of Pesticide Common Names. Retrieved 14 June 2021.