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DFDT

From Wikipedia, the free encyclopedia
Chemical compound, insecticide
DFDT
Names
Preferred IUPAC name
1,1′-(2,2,2-Trichloroethane-1,1-diyl)bis(4-fluorobenzene)
Other names
Fluorogesarol; Fluoro-DDT;p,p′-Fluoro-DDT;p,p′-Difluorodiphenyltrichloroethane
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard100.006.814Edit this at Wikidata
EC Number
  • 207-493-3
UNII
  • InChI=1S/C14H9Cl3F2/c15-14(16,17)13(9-1-5-11(18)6-2-9)10-3-7-12(19)8-4-10/h1-8,13H
    Key: CLSXNIPAOWPLFR-UHFFFAOYSA-N
  • C1=CC(=CC=C1C(C2=CC=C(C=C2)F)C(Cl)(Cl)Cl)F
Properties
C14H9Cl3F2
Molar mass321.57 g·mol−1
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

Difluorodiphenyltrichloroethane (DFDT) is a chemical compound. Its composition is the same as that of theinsecticideDDT, except that two of DDT'schlorine atoms are replaced by twofluorine atoms.[1]

DFDT was developed as an insecticide by German scientists duringWorld War II. It is possible thatHoechst wanted to avoid license fees for DDT toSchering or the original developerJ. R. Geigy (the laterCiba-Geigy). It was documented by Allied military intelligence, but for Americans it remained in obscurity after the war.[1]

In 2019,New York University chemists reported that DFDT and a mono-fluorinated derivative, MFDT, might be a more effective insecticide than DDT, and might therefore be used to combatmalaria with less of an environmental impact.[1][2] A later study of DFDT found it to be encumbered by the sameresistance as DDT while being less effective inDrosophila melanogaster, and "unlikely to be a viable public health vector control insecticide".[3]

References

[edit]
  1. ^abcChang, Kenneth (17 October 2019)."A Nazi Version of DDT Was Forgotten. Could It Help Fight Malaria?".The New York Times. Retrieved18 October 2019.
  2. ^Zhu, Xiaolong; Hu, Chunhua T.; Yang, Jingxiang; Joyce, Leo A.; Qiu, Mengdi; Ward, Michael D.; Kahr, Bart (11 October 2019). "Manipulating Solid Forms of Contact Insecticides for Infectious Disease Prevention".Journal of the American Chemical Society.141 (42):16858–16864.doi:10.1021/jacs.9b08125.PMID 31601104.S2CID 204244148.
  3. ^Norris, Edmund J.; Demares, Fabien; Zhu, Xiaolong; Bloomquist, Jeffrey R. (2020-11-01)."Mosquitocidal activity of p,p'-difluoro-diphenyl-trichloroethane (DFDT)".Pesticide Biochemistry and Physiology.170: 104686.doi:10.1016/j.pestbp.2020.104686.ISSN 0048-3575.PMID 32980070.S2CID 222169601.
Carbamates
Inorganic compounds
Insect growth regulators
Neonicotinoids
Organochlorides
Organophosphorus
Pyrethroids
Diamides
Other chemicals
Metabolites
Biopesticides
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