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Transfluthrin

From Wikipedia, the free encyclopedia
Volatile pyrethroid insecticide used indoor against insects such as moths or mosquitoes
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Transfluthrin
Names
Preferred IUPAC name
(2,3,5,6-Tetrafluorophenyl)methyl (1R,3S)-3-(2,2-dichloroethen-1-yl)-2,2-dimethylcyclopropane-1-carboxylate
Other names
– CA: (1R-trans)-(2,3,5,6-tetrafluorophenyl)methyl 3-(2,2-dichloroethenyl)-2,2- dimethylcyclopropanecarboxylate[1]
– Common name transfluthrin: E-ISO (published).
– Synonym: benfluthrin (Bayer), NAK 4455[1]
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard100.100.666Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C15H12Cl2F4O2/c1-15(2)7(3-10(16)17)11(15)14(22)23-5-6-12(20)8(18)4-9(19)13(6)21/h3-4,7,11H,5H2,1-2H3/t7-,11+/m1/s1 checkY
    Key: DDVNRFNDOPPVQJ-HQJQHLMTSA-N checkY
  • InChI=1/C15H12Cl2F4O2/c1-15(2)7(3-10(16)17)11(15)14(22)23-5-6-12(20)8(18)4-9(19)13(6)21/h3-4,7,11H,5H2,1-2H3/t7-,11+/m1/s1
    Key: DDVNRFNDOPPVQJ-HQJQHLMTBF
  • Cl/C(Cl)=C/[C@@H]2[C@@H](C(=O)OCc1c(F)c(F)cc(F)c1F)C2(C)C
Properties
C15H12Cl2F4O2
Molar mass371.15 g·mol−1
AppearanceColorless crystals
Density1.507 g/cm3 (23 °C)
Melting point32 °C (90 °F; 305 K)
Boiling point135 °C (275 °F; 408 K) at 0.1 mm Hg
~ 250 °C at 760 mm Hg
5.7×10−5 g/L = 57 μg/L
Solubility in hexane, isopropanol, toluene, dichloromethanevery soluble
Vapor pressureConflicting data: 1×10−4 Pa (20 °C; 15 μg/m3)[2]

or 9×10−4 Pa (20 °C)[1]

Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Chemical compound

Transfluthrin is a fast-actingpyrethroidinsecticide with low persistency. It has the molecular formula C15H12Cl2F4O2.

Transfluthrin can be used in the indoor environment againstflies,mosquitoes,moths andcockroaches. It is a relatively volatile substance and acts as a contact and inhalation agent.[1][3]

Transfluthrin, if used contrary to product instructions, may cause symptoms of poisoning including nervousness,anxiety,tremor,convulsions, skinallergies,sneezing, running nose andirritation. Treatment depends on symptoms. No specificantidotes are known, butantihistamines may help to control any allergies.[4]

In experiments, transfluthrin was shown to kill 85 percent of mosquitos within one hour of exposure at concentrations below 0.3 μg/m3 (which was thedetection limit) in air.[5] (The data suggests that transfluthrin is effective at these concentrations within much less than an hour of exposure.)

Various household transfluthrin products such as vaporizers and mosquito coils may result in concentrations of 15 μg/m3 to 40 μg/m3.[6] In the EU, the acceptable exposure level (AEL) for humans is 500 μg/m3.[6]

See also

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References

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  1. ^abcd"WHO Specifications and evaluations for public health pesticides: Transfluthrin. WHO specification 741/2006 – Evaluation Report 741/2002 (November 2006)"(PDF). World Health Organization (WHO). November 2006. p. 20. Retrieved15 May 2020.
  2. ^Pesticides properties database. K Lewis et al., DOI: 10.1080/10807039.2015.1133242
  3. ^Pates, H. V.; Lines, J. D.; Keto, A. J.; Miller, J. E. (September 2002). "Personal protection against mosquitoes in Dar es Salaam, Tanzania, by using a kerosene oil lamp to vaporize transfluthrin: Mosquito repellent vaporizing lamps".Medical and Veterinary Entomology.16 (3):277–284.doi:10.1046/j.1365-2915.2002.00375.x.PMID 12243228.S2CID 32047931.
  4. ^Information on the leaflet supplied with the product: Good Knight Advanced (ACTIV+ System) Mosquito Repellent Vaporizer cartridge (UPC Code:8 901157 001143)
  5. ^N.J. Martin et al.,The impact of transfluthrin on the spatial repellency of the primary malaria mosquito vectors in Vietnam: Anopheles dirus and Anopheles minimus.. Malar J 19, 9 (2020)
  6. ^abAssessment report: Transfluthrin for EU regulation No. 528/2012 (2014)

External links

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Carbamates
Inorganic compounds
Insect growth regulators
Neonicotinoids
Organochlorides
Organophosphorus
Pyrethroids
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Metabolites
Biopesticides
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