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80060-09-9

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80060-09-9 Usage

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.

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.

Check Digit Verification of cas no

The CAS Registry Mumber 80060-09-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,0,0,6 and 0 respectively; the second part has 2 digits, 0 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 80060-09:
(7*8)+(6*0)+(5*0)+(4*6)+(3*0)+(2*0)+(1*9)=89
89 % 10 = 9
So 80060-09-9 is a valid CAS Registry Number.
InChI:InChI=1/C23H32N2OS/c1-15(2)19-13-18(26-17-11-9-8-10-12-17)14-20(16(3)4)21(19)24-22(27)25-23(5,6)7/h8-16H,1-7H3,(H2,24,25,27)

80060-09-9 Well-known Company Product Price

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  • Sigma-Aldrich

  • (31571)  Diafenthiuron  PESTANAL®, analytical standard

  • 80060-09-9

  • 31571-250MG

  • 705.51CNY

  • Detail

80060-09-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name diafenthiuron

1.2 Other means of identification

Product number -
Other names 1-tert-butyl-3-(2,6-diisopropyl-4-phenoxyphenyl)thiourea

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:80060-09-9 SDS

80060-09-9Synthetic route

2,6-diisopropyl-4-phenoxyaniline
80058-85-1

2,6-diisopropyl-4-phenoxyaniline

chloroform
67-66-3

chloroform

tert-butylamine
75-64-9

tert-butylamine

diafenthiuron
80060-09-9

diafenthiuron

Conditions
ConditionsYield
Stage #1: 2,6-diisopropyl-4-phenoxyaniline; chloroform With potassium tert-butylate In 1,4-dioxane; tert-butyl alcohol at 55℃; for 4h;
Stage #2: tert-butylamine With sulfur; potassium tert-butylate In 1,4-dioxane; tert-butyl alcohol at 55℃; for 12h;
52%
2,6-diisopropyl-4-phenoxy-1-isothiocyanobenzene
80058-93-1

2,6-diisopropyl-4-phenoxy-1-isothiocyanobenzene

diafenthiuron
80060-09-9

diafenthiuron

Conditions
ConditionsYield
With tert-butylamine In hexane; toluene
2,6-diisopropyl-4-phenoxyaniline
80058-85-1

2,6-diisopropyl-4-phenoxyaniline

diafenthiuron
80060-09-9

diafenthiuron

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: calcium carbonate / chloroform; water / 2 h / 0 °C / Reflux
2: toluene / 12 h / 20 °C
3: tetraphosphorus decasulfide; potassium carbonate / toluene / 0.33 h / Reflux
View Scheme
1-tert-butyl-3-(2,6-di-isopropyl-4-phenoxy-phenyl)urea

1-tert-butyl-3-(2,6-di-isopropyl-4-phenoxy-phenyl)urea

diafenthiuron
80060-09-9

diafenthiuron

Conditions
ConditionsYield
With tetraphosphorus decasulfide; potassium carbonate In toluene for 0.333333h; Reagent/catalyst; Reflux;
methylene chloride
74-87-3

methylene chloride

diafenthiuron
80060-09-9

diafenthiuron

1-tert-butyl-3-(2,6-diisopropyl-4-phenoxyphenyl)-2-methylisothiourea

1-tert-butyl-3-(2,6-diisopropyl-4-phenoxyphenyl)-2-methylisothiourea

Conditions
ConditionsYield
With potassium hydroxide In butanone at 70℃; for 4h; Autoclave;98%
methyl bromide
74-83-9

methyl bromide

diafenthiuron
80060-09-9

diafenthiuron

1-tert-butyl-3-(2,6-diisopropyl-4-phenoxyphenyl)-2-methylisothiourea

1-tert-butyl-3-(2,6-diisopropyl-4-phenoxyphenyl)-2-methylisothiourea

Conditions
ConditionsYield
Stage #1: diafenthiuron With potassium tert-butylate In toluene for 1h; Autoclave;
Stage #2: methyl bromide In toluene at 60℃; for 4h; Autoclave;
97.7%
dimethyl sulfate
77-78-1

dimethyl sulfate

diafenthiuron
80060-09-9

diafenthiuron

1-tert-butyl-3-(2,6-diisopropyl-4-phenoxyphenyl)-2-methylisothiourea

1-tert-butyl-3-(2,6-diisopropyl-4-phenoxyphenyl)-2-methylisothiourea

Conditions
ConditionsYield
With sodium carbonate In dichloromethane at 35℃; for 6h;96.8%
carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

diafenthiuron
80060-09-9

diafenthiuron

1-tert-butyl-3-(2,6-diisopropyl-4-phenoxyphenyl)-2-methylisothiourea

1-tert-butyl-3-(2,6-diisopropyl-4-phenoxyphenyl)-2-methylisothiourea

Conditions
ConditionsYield
With sodium methylate In 1-methyl-pyrrolidin-2-one at 180℃; for 3h;90.8%

80060-09-9Downstream Products

80060-09-9Relevant articles and documents

Synthesis method of novel thiourea type diafenthiuron for killing insects and mites

-

Paragraph 0011; 0013; 0015; 0016, (2021/06/26)

The invention relates to a synthesis method of novel thiourea type diafenthiuron for killing insects and mites. According to the invention, each step adopts a method of carrying out reaction during flowing, so that the uniform mixing effect of the materials is further improved, the reaction quality and the reaction rate of the product are improved, and a very good technical effect is achieved.

ACTIVE COMPOUND COMBINATIONS HAVING INSECTICIDAL AND ACARICIDAL PROPERTIES

-

, (2010/08/18)

The novel active compound combinations comprising a compound of the formula (I-1) or (I-2) and the active compounds (1) to (26) listed in the description have very good insecticidal and acaricidal properties.

SUBSTITUTED SPIROCYCLIC KETOENOLS

-

, (2008/06/13)

The present invention relates to novel substituted spirocyclic ketoenols of the formula (I) in which W, X, Y, Z, A, B, D and G are as defined in the disclosure, to a plurality of processes for their preparation and to their use as pesticides, microbicides and herbicides.

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