Diafenthiuron

Diafenthiuron Basic information
Product Name:Diafenthiuron
Synonyms:3-tert-Butyl-1-(4-phenoxy-2,6-diisopropylphenyl)thiourea;Thiourea, N-(2,6-bis(1-methylethyl)-4-phenoxyphenyl)-N’-(1,1-dimethylethyl)-;Diafenthiuron [iso];Pegasus (pesticide);3-tert-butyl-1-[4-phenoxy-2,6-bis(propan-2-yl)phenyl]thiourea;cga106630;n-(2,6-bis(1-methylethyl)-4-phenoxyphenyl)-n’-(1,1-dimethylethyl)-thioure;n-(2,6-bis(1-methylethyl)-4-phenoxyphenyl)-n’-(1,1-dimethylethyl)thiourea
CAS:80060-09-9
MF:C23H32N2OS
MW:384.58
EINECS:
Product Categories:AcaricidesPesticides&Metabolites;Alpha sort;D;DAlphabetic;DIA – DICPesticides;Insecticides;Pesticides;Pesticides&Metabolites;Thioureas;INSECTICIDE
Mol File:80060-09-9.mol
Diafenthiuron Structure
Diafenthiuron Chemical Properties
Melting point 144.6-147.7°C
Boiling point 448.8±55.0 °C(Predicted)
density 1.0367 (rough estimate)
refractive index 1.5950 (estimate)
Fp 149 °C
storage temp. 0-6°C
solubility Chloroform (Slightly), Methanol (Slightly)
pka12?+-.0.70(Predicted)
form neat
color White to Off-White
Water Solubility Water: < 0.1 mg/mL (insoluble)
Merck 13,2988
BRN 8343025
CAS DataBase Reference80060-09-9(CAS DataBase Reference)
EPA Substance Registry SystemDiafenthiuron (80060-09-9)
Safety Information
Hazard Codes Xn
Risk Statements 20
Safety Statements 22
RIDADR UN 2811
WGK Germany 2
RTECS XN9100000
HazardClass 6.1(a)
PackingGroup II
HS Code 29309090
ToxicityLD50 in rats (mg/kg): 2068 orally; >2000 dermally; LC50 (14 hr) in rats: 558 mg/m3 by inhalation (Streibert, 1988)
MSDS Information
Diafenthiuron Usage And Synthesis
DescriptionDiafenthiuron is a broad spectrum acaricide and insecticide, diafenthiuron is registered for use on cotton, soybeans, vegetables, fruit and ornamentals. It controls all post-hatch stages of mites, whiteflies and aphids. Its ability to control all sucking pests of cotton as well as mites, with no known toxicity to beneficial insects, is unique and very valuable in cotton integrated pest management (IPM) programs.
UsesDiafenthiuron is an insecticide.
DefinitionChEBI: Diafenthiuron is an aromatic ether that is 1,3-diisopropyl-5-phenoxybenzene in which the hydrogen atom at position 2 is substituted by a (tert-butylcarbamothioyl)nitrilo group. An agricultural proinsecticide which is used to control mites, aphids and whitefly in cotton. It has a role as an oxidative phosphorylation inhibitor and a proinsecticide. It is a thiourea acaricide, a thiourea insecticide and an aromatic ether. It is functionally related to a diphenyl ether.
ToxicologyDiafenthiuron has low toxicity to birds, mammals and beneficial insects, and is only slightly toxic to predatory mites. It is toxic to fish, but presents little hazard because it is rapidly degraded.
Mode of actionDiafenthiuron is a proinsecticide, which means that it must be converted to another compound – the drug – in order to be toxic. Activation of diafenthiuron to its carbodiimide drug occurs on the leaf surface, catalyzed by light, or in the insect, catalyzed by P450 monooxygenases. Diafenthiuron carbodiimide binds to the glutamate residue in the transmembrane F0 subunit of ATP synthase where protons from the intermembrane space dock to begin their journey across the inner mitochondrial membrane. Binding of diafenthiuron carbodiimide to this site blocks proton transport and ATP synthesis. Diafenthiuron was launched in 1991 and resistance has not yet been reported.
Diafenthiuron Preparation Products And Raw materials
Raw materialsMethamidophos–>2,6-Diisopropylaniline

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