Cyenopyrafen

Base Information

• Chemical Name: Cyenopyrafen
• CAS No.: 560121-52-0
• Molecular Formula: C₂₄H₃₁N₃O₂
• Molecular Weight: 393.529
• European Community (EC) Number: 807-436-8
• UNII: 1S67W8BOU3
• ChEMBL ID: CHEMBL2287243
• DSSTox Substance ID: DTXSID7058127
• Nikkaji Number: J2.405.431D
• Wikidata: Q27155617
• Mol file: 560121-52-0.mol

Synonyms:cyenopyrafen

Chemical Property of Cyenopyrafen

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 489.071°C at 760 mmHg
• PKA: 2.61±0.10(Predicted)
• Flash Point: 249.582°C
• PSA: 67.91000
• Density: 1.034g/cm³
• LogP: 5.31558
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 393.24162724
• Heavy Atom Count: 29
• Complexity: 681

Purity/Quality:

99%, ^*data from raw suppliers

Cyenopyrafen ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(N(N=C1C)C)C(=C(C#N)C2=CC=C(C=C2)C(C)(C)C)OC(=O)C(C)(C)C
• Isomeric SMILES: CC1=C(N(N=C1C)C)/C(=C(\C#N)/C2=CC=C(C=C2)C(C)(C)C)/OC(=O)C(C)(C)C
• Description: Cyenopyrafen is a new acaricide for use in fruit, vegetables, and tea. Its oral LD50 in rats is 2000 mg/kg. Cyenopyrafen is also an inhibitor of mitochondrial complex II (Lummen, 2007).
• Uses: Cyenopyrafen is part of the pyrazole class of fungicides and insecticide acting on ticks.

Technology Process of Cyenopyrafen

There total 11 articles about Cyenopyrafen 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: 95.6%

3-oxo-2-(4-tert-butylphenyl)-3-(1,3,4-trimethylpyrazol-5-yl)propionitrile + pivaloyl chloride (3282-30-2) → (2E)-3-(2,2-dimethypropanoyloxy)-2-(4-tert-butylphenyl)-3-(1,3,4-trimethylpyrazol-5-yl)acrylonitrile (560121-52-0)

Guidance literature:

3-oxo-2-(4-tert-butylphenyl)-3-(1,3,4-trimethylpyrazol-5-yl)propionitrile; pivaloyl chloride; In xylene; Reflux;

With sodium hydrogencarbonate; In water; xylene;

Reference yield: 93.0%

2-(4-tert-butylphenyl)-3-hydroxy-3-(1,3,4-trimethyl-1H-pyrazol-5-yl)acrylonitrile (264272-46-0) + pivaloyl chloride (3282-30-2) → (2E)-3-(2,2-dimethypropanoyloxy)-2-(4-tert-butylphenyl)-3-(1,3,4-trimethylpyrazol-5-yl)acrylonitrile (560121-52-0)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 25 - 27 ℃;

DOI:10.3998/ark.5550190.0013.603

Reference yield: 65.0%

2-(4-tert-butylphenyl)-3-hydroxy-3-(1,3,4-trimethyl-1H-pyrazol-5-yl)acrylonitrile (264272-46-0) + Trimethylacetic acid (75-98-9) → (2Z)-3-(2,2-dimethypropanoyloxy)-2-(4-tert-butylphenyl)-3-(1,3,4-trimethylpyrazol-5-yl)acrylonitrile (560121-52-0)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃;

DOI:10.3998/ark.5550190.0013.603

upstream raw materials:

pivaloyl chloride

2-(4-tert-butylphenyl)-3-hydroxy-3-(1,3,4-trimethyl-1H-pyrazol-5-yl)acrylonitrile

Trimethylacetic acid

methyl 1,3,4-trimethylpyrazole-5-carboxylate