Transfluthrin

Transfluthrin is a fast-acting pyrethroid insecticide with low persistency. It has the molecular formula C₁₅H₁₂Cl₂F₄O₂.

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
CAS Number	118712-89-3 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:32253 Y
ChemSpider	570973 Y
ECHA InfoCard	100.100.666
KEGG	C13410 Y
PubChem CID	656612
UNII	QWL3SKA6EG Y
CompTox Dashboard (EPA)	DTXSID4046812
InChI 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 Y Key: DDVNRFNDOPPVQJ-HQJQHLMTSA-N Y 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
SMILES Cl/C(Cl)=C/[C@@H]2[C@@H](C(=O)OCc1c(F)c(F)cc(F)c1F)C2(C)C
Properties
Chemical formula	C15H12Cl2F4O2
Molar mass	371.15 g·mol−1
Appearance	Colorless crystals
Density	1.507 g/cm3 (23 °C)
Melting point	32 °C (90 °F; 305 K)
Boiling point	135 °C (275 °F; 408 K) at 0.1 mm Hg ~ 250 °C at 760 mm Hg
Solubility in water	5.7×10−5 g/L = 57 μg/L
Solubility in hexane, isopropanol, toluene, dichloromethane	very soluble
Vapor pressure	Conflicting 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 their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Transfluthrin can be used in the indoor environment against flies, mosquitoes, moths and cockroaches. 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, skin allergies, sneezing, running nose and irritation. Treatment depends on symptoms. No specific antidotes are known, but antihistamines 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 the detection 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

• Metofluthrin
• Tefluthrin