Diafenthiuron

Base Information

• Chemical Name: Diafenthiuron
• CAS No.: 80060-09-9
• Molecular Formula: C23H32N2OS
• Molecular Weight: 384.586
• Hs Code.: 29309090
• European Community (EC) Number: 616-885-7
• UNII: 22W5MDB01G
• DSSTox Substance ID: DTXSID1041845
• Nikkaji Number: J409.511A
• Wikidata: Q15632894
• Metabolomics Workbench ID: 56223
• Mol file: 80060-09-9.mol

Synonyms:CGA 106630;CGA-106630;diafenthiuron

Chemical Property of Diafenthiuron

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 3.02E-08mmHg at 25°C
• Melting Point: 144.6-147.7 °C
• Refractive Index: 1.582
• Boiling Point: 448.8 °C at 760 mmHg
• PKA: 12?+-.0.70(Predicted)
• Flash Point: 225.2 °C
• PSA: 65.38000
• Density: 1.069 g/cm³
• LogP: 7.27450
• Storage Temp.: 0-6°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 384.22353482
• Heavy Atom Count: 27
• Complexity: 448

Purity/Quality:

97% ^*data from raw suppliers

Diafenthiuron ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20
• Safety Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=CC(=CC(=C1NC(=S)NC(C)(C)C)C(C)C)OC2=CC=CC=C2
• 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.

Technology Process of Diafenthiuron

There total 5 articles about Diafenthiuron which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 52.0%

2,6-diisopropyl-4-phenoxyaniline (80058-85-1) + chloroform (67-66-3,8013-54-5) + tert-butylamine (75-64-9) → diafenthiuron (80060-09-9)

Guidance literature:

2,6-diisopropyl-4-phenoxyaniline; chloroform; With potassium tert-butylate; In 1,4-dioxane; tert-butyl alcohol; at 55 ℃; for 4h;

tert-butylamine; With sulfur; potassium tert-butylate; In 1,4-dioxane; tert-butyl alcohol; at 55 ℃; for 12h;

DOI:10.1021/acs.orglett.7b00819

Reference yield:

2,6-diisopropyl-4-phenoxy-1-isothiocyanobenzene (80058-93-1) → diafenthiuron (80060-09-9)

Guidance literature:

With tert-butylamine; In hexane; toluene;

Reference yield:

1-tert-butyl-3-(2,6-di-isopropyl-4-phenoxy-phenyl)urea (136337-67-2) → diafenthiuron (80060-09-9)

Guidance literature:

With tetraphosphorus decasulfide; potassium carbonate; In toluene; for 0.333333h; Reagent/catalyst; Reflux;

upstream raw materials:

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

2,6-diisopropyl-4-phenoxyaniline

chloroform

tert-butylamine

Refernces

• 1、 Tan, Wei,Wei, Jianpeng,Jiang, Xuefeng. "Thiocarbonyl Surrogate via Combination of Sulfur and Chloroform for Thiocarbamide and Oxazolidinethione Construction". supporting information. p. 2166 - 2169. Retrieved 2017/04/27.
• 2、 -. "Cis-Alkoxyspiro-Substituted Tetramic Acid Derivatives". . . Retrieved 2008/06/13.