Tolfenpyrad

Base Information

• Chemical Name: Tolfenpyrad
• CAS No.: 129558-76-5
• Deprecated CAS: 1370339-74-4
• Molecular Formula: C21H22ClN3O2
• Molecular Weight: 383.878
• Hs Code.: 2942000000
• European Community (EC) Number: 603-342-4
• UNII: OHA74571QT
• DSSTox Substance ID: DTXSID6057952
• Nikkaji Number: J1.215.839D
• Wikidata: Q19310096
• Metabolomics Workbench ID: 55944
• ChEMBL ID: CHEMBL2229099
• Mol file: 129558-76-5.mol

Synonyms:tolfenpyrad

Chemical Property of Tolfenpyrad

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 87～89℃
• Refractive Index: 1.6
• Boiling Point: 539.982 °C at 760 mmHg
• PKA: 13.11±0.46(Predicted)
• Flash Point: 280.371 °C
• PSA: 56.15000
• Density: 1.216 g/cm³
• LogP: 5.05750
• Storage Temp.: 0-6°C
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 383.1400546
• Heavy Atom Count: 27
• Complexity: 476

Purity/Quality:

99% ^*data from raw suppliers

Tolfenpyrad ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 20/22-50/53
• Safety Statements: 60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=NN(C(=C1Cl)C(=O)NCC2=CC=C(C=C2)OC3=CC=C(C=C3)C)C
• Description: Tolfenpyrad is a pyrazole insecticide developed by Mitsubishi Chemical. It was first approved in 2002 in Japan under the trade name of Hachi-hachi. It has broad insecticidal activity against a variety of pests such as Hemiptera, Coleoptera, Diptera, Lepidoptera, Thysanoptera and Acarina. It is especially effective against pests that are resistant to existing insecticides such as organophosphates and carbametes, because it supposedly possesses a new mode of action: inhibition of Complex I in the respiratory electron-transfer chain of mitochondria. It is applied for vegetables particularly cruciferous leafy varieties, cucurbits, cole crops, tea, fruits & nuts, selected row crops, and indoor ornamentals except cut flowers.
• Uses: Tolfenpyrad

Technology Process of Tolfenpyrad

There total 9 articles about Tolfenpyrad 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: 97.9%

1-methyl-3-ethyl-4-chloro-1H-pyrazol-5-ylformylic acid chloride (129560-00-5) + 4-(4-methylphenoxy)benzylamine hydrochloride (262862-66-8) → N-[4-(4-methylphenoxy)benzyl]-4-chloro-3-ethyl-1-methyl-5-pyrazolecarboxamide (129558-76-5)

Guidance literature:

In toluene; for 3h; Reflux; Large scale;

Reference yield: 95.3%

1-methyl-3-ethyl-4-chloro-1H-pyrazol-5-ylformylic acid chloride (129560-00-5) + (4‐(p‐tolyloxy)phenyl)methanamine (129560-03-8) → N-[4-(4-methylphenoxy)benzyl]-4-chloro-3-ethyl-1-methyl-5-pyrazolecarboxamide (129558-76-5)

Guidance literature:

In toluene; at 50 ℃; for 0.138889h; Time; Temperature; Solvent;

Reference yield: 95.0%

1-methyl-3-ethyl-4-chloro-1H-pyrazol-5-ylformylic acid chloride (129560-00-5) + 4-(4'-methylphenoxy)benzylamine acetate → N-[4-(4-methylphenoxy)benzyl]-4-chloro-3-ethyl-1-methyl-5-pyrazolecarboxamide (129558-76-5)

Guidance literature:

In toluene; for 6h; Reflux; Large scale;

upstream raw materials:

1-methyl-3-ethyl-4-chloro-1H-pyrazol-5-ylformylic acid chloride

(4‐(p‐tolyloxy)phenyl)methanamine

4-(4-methylphenoxy)benzylamine hydrochloride

p-cresol

Refernces

• 1、 -. "Method for preparing pyrazole amide compounds by using microreactor". Paragraph 0029-0039. . Retrieved 2020/07/02.