Isoxadifen-ethyl

Base Information

• Chemical Name: Isoxadifen-ethyl
• CAS No.: 163520-33-0
• Molecular Formula: C18H17 N O3
• Molecular Weight: 295.338
• Hs Code.: 2934999050
• European Community (EC) Number: 443-870-0,605-330-4
• UNII: 71LF32W32E
• DSSTox Substance ID: DTXSID7040360
• Nikkaji Number: J2.688.212E
• Wikidata: Q27225597
• ChEMBL ID: CHEMBL3185294
• Mol file: 163520-33-0.mol

Synonyms:ethyl-4,5-dihydro-5,5-diphenylisoxazol-3-carboxylate;isoxadifen ethyl

Chemical Property of Isoxadifen-ethyl

Chemical Property:

• Vapor Pressure: 7.43E-07mmHg at 25°C
• Melting Point: 87-88℃ (ethyl ether )
• Boiling Point: 407.7°Cat760mmHg
• Flash Point: 166.8°C
• PSA: 47.89000
• Density: 1.15g/cm³
• LogP: 2.70520
• Storage Temp.: 0-6°C
• Water Solubility.: 1.06mg/L at 20℃
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 295.12084340
• Heavy Atom Count: 22
• Complexity: 402

Purity/Quality:

99.9% ^*data from raw suppliers

Isoxadifen-ethyl ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,N
• Statements: 22-43-50-50/53
• Safety Statements: 36/37-61-60-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C1=NOC(C1)(C2=CC=CC=C2)C3=CC=CC=C3
• Uses: Isoxadifen-ethyl is a particularly useful pesticide.

Technology Process of Isoxadifen-ethyl

There total 8 articles about Isoxadifen-ethyl 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: 89.0%

ethyl 2,2-diphenylcyclopropane-1-carboxylate (67428-04-0,105561-41-9,37555-46-7) → isoxadifen-ethyl (163520-33-0)

Guidance literature:

With trifluoroacetic acid; sodium nitrite; at 18 - 40 ℃; for 0.5h; Reagent/catalyst;

Reference yield: 75.0%

1,1-Diphenylethylene (530-48-3) + nitroacetic acid ethyl ester (626-35-7) → isoxadifen-ethyl (163520-33-0)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In ethanol; at 80 ℃; for 120h;

DOI:10.1016/j.tetasy.2008.11.034

Reference yield: 67.0%

1,1-Diphenylethylene (530-48-3) + glycine ethyl ester hydrochloride (623-33-6) → isoxadifen-ethyl (163520-33-0)

Guidance literature:

With tert.-butylnitrite; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium hydrogencarbonate; zinc dibromide; In tert-butyl methyl ether; at 20 ℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.joc.0c02281

upstream raw materials:

ethyl chlorooximidoacetate

1,1-Diphenylethylene

nitroacetic acid ethyl ester

benzophenone hydrazone

Downstream raw materials:

C-(5,5-diphenyl-4,5-dihydro-isoxazol-3-yl)-methylamine

4,5-dihydro-5,5-diphenylisoxazole-3-carboxylic acid

Refernces

• 1、 Zhang, Xiao-Wei,He, Xiao-Lin,Yan, Nan,Zheng, Hong-Xing,Hu, Xiang-Guo. "Oxidize Amines to Nitrile Oxides: One Type of Amine Oxidation and Its Application to Directly Construct Isoxazoles and Isoxazolines". . p. 15726 - 15735. Retrieved 2020/11/30.
• 2、 -. "Synthesizing method of isoxadifen-ethyl for industrialized production". Paragraph 0010; 0024; 0028; 0029; 0039. . Retrieved 2018/09/12.