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Diafenthiuron

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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
  • Diafenthiuron Solution, 1000ppm
  • 1-tert-butyl-3-[4-phenoxy-2,6-di(propan-2-yl)phenyl]thiourea
  • cga106630
CAS:
80060-09-9
MF:
C23H32N2OS
MW:
384.58
Product Categories:
  • AcaricidesPesticides&Metabolites
  • Alpha sort
  • D
  • DAlphabetic
  • DIA - DICPesticides
  • Insecticides
  • INSECTICIDE
  • Pesticides
  • Pesticides&Metabolites
  • Thioureas
Mol File:
80060-09-9.mol
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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)
Flash point:
149 °C
storage temp. 
0-6°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Solid
pka
12?+-.0.70(Predicted)
color 
White to Off-White
Water Solubility 
Water: < 0.1 mg/mL (insoluble)
Merck 
13,2988
BRN 
8343025
CAS DataBase Reference
80060-09-9(CAS DataBase Reference)
EPA Substance Registry System
Diafenthiuron (80060-09-9)
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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
Toxicity
LD50 in rats (mg/kg): 2068 orally; >2000 dermally; LC50 (14 hr) in rats: 558 mg/m3 by inhalation (Streibert, 1988)
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Diafenthiuron Usage And Synthesis

Description

Diafenthiuron 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.

Uses

Diafenthiuron is an insecticide.

Definition

ChEBI: 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.

Toxicology

Diafenthiuron 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 action

Diafenthiuron 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 materials

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