Flupropadine

Flupropadine
Names
Preferred IUPAC name
1-{3-[3,5-Bis(trifluoromethyl)phenyl]prop-2-yn-1-yl}-4-tert-butylpiperidine
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C20H23F6N/c1-18(2,3)15-6-9-27(10-7-15)8-4-5-14-11-16(19(21,22)23)13-17(12-14)20(24,25)26/h11-13,15H,6-10H2,1-3H3
    Key: KCVJZJNNTBOLKH-UHFFFAOYSA-N
  • CC(C)(C)C1CCN(CC1)CC#Cc2cc(cc(c2)C(F)(F)F)C(F)(F)F
Properties
C20H23F6N
Molar mass 391.401 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Flupropadine is a rodenticide.[1][2] Originally made by May and Baker[3] and tested on farms in the United Kingdom it was withdrawn from use by 1994.[4] Flupropadine has a delayed action, and so rodents can have multiple feeds from the bait before being killed.[5]

The molecule has two rings, one is a m-hexafluoroxylene, and the other is piperidine. Flupropadine is made from 3,5-bis(trifluoromethyl)iodobenzene, propargyl alcohol, and 4-tert-butylpiperidine.[6]

References

  1. ^ Buckle, A. P (1985). "Field trials of a new sub-acute rodenticide flupropadine, against wild Norway rats (Rattus norvegicus)". The Journal of Hygiene. 95 (2): 505–12. doi:10.1017/s0022172400062926. PMC 2129537. PMID 3840823.
  2. ^ Rowe, F. P; Bradfield, A; Swinney, T (1985). "Pen and field trials of flupropadine against the house mouse (Mus musculus L.)". The Journal of Hygiene. 95 (2): 513–8. doi:10.1017/s0022172400062938. PMC 2129553. PMID 4067302.
  3. ^ Missio, Andrea (14 June 2006). "Hexafluoroxylenes: Fluorine Chemistry and Beyond" (PDF). p. 7.
  4. ^ Berny, Philipe (May 2003). "STATE-OF-THE-ART REPORT ON THE USE OF ANTICOAGULANT RODENTICIDES IN THE EU AND BEYOND". Communication and Information Resource Centre for Administrations, Businesses and Citizens. Retrieved 15 May 2018.
  5. ^ Buckle, Alan P.; Smith, Robert H. (2015). Rodent Pests and Their Control, 2nd Edition. CABI. p. 116. ISBN 9781845938178.
  6. ^ Unger, Thomas A. (1996). Pesticide Synthesis Handbook. William Andrew. pp. 499–500. ISBN 9780815518532.
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