3-Phenyl-5,6-dihydro-4H-cyclopenta[c]isoxazole

Base Information

• Chemical Name: 3-Phenyl-5,6-dihydro-4H-cyclopenta[c]isoxazole
• CAS No.: 24097-26-5
• Molecular Formula: C12H11 N O
• Molecular Weight: 185.2218
• NSC Number: 133088
• DSSTox Substance ID: DTXSID80299834
• Nikkaji Number: J466.287C
• Wikidata: Q82042507
• Mol file: 24097-26-5.mol

Synonyms:24097-26-5;NSC133088;3-Phenyl-5,6-dihydro-4H-cyclopenta[c]isoxazole;DTXSID80299834;AKOS006286690;NSC-133088

Chemical Property of 3-Phenyl-5,6-dihydro-4H-cyclopenta[c]isoxazole

Chemical Property:

• Vapor Pressure: 4.57E-05mmHg at 25°C
• Boiling Point: 360.6°Cat760mmHg
• Flash Point: 163.8°C
• Density: 1.158g/cm³
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 185.084063974
• Heavy Atom Count: 14
• Complexity: 201

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(ON=C2C1)C3=CC=CC=C3

Technology Process of 3-Phenyl-5,6-dihydro-4H-cyclopenta[c]isoxazole

There total 6 articles about 3-Phenyl-5,6-dihydro-4H-cyclopenta[c]isoxazole 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: 72.0%

2-benzylidenecyclopentanone oxime → 3-phenylcyclopentisoxazole (24097-26-5)

Guidance literature:

With iodine; sodium hydrogencarbonate; potassium iodide; In tetrahydrofuran; for 8h; Heating;

Reference yield: 33.0%

2-benzoylcyclopentanone (36150-58-0) → 3-phenylcyclopentisoxazole (24097-26-5)

Guidance literature:

With hydroxylamine-O-sulfonic acid; In methanol; Ambient temperature;

Reference yield: 18.0%

2-[1-Phenyl-meth-(E)-ylidene]-cyclopentanone oxime (66660-63-7) → 3-phenylcyclopentisoxazole (24097-26-5)

Guidance literature:

With iodine; sodium hydrogencarbonate; In tetrahydrofuran; water; Heating;

upstream raw materials:

benzoic acid methyl ester

Cyclopentanone oxime

2-benzoylcyclopentanone

2-[1-Phenyl-meth-(E)-ylidene]-cyclopentanone oxime

Refernces

• 1、 Fos, Empar,Borras, Liset,Gasull, Maria,Mauleon, David,Carganico Germano. "Synthesis of Isomeric Series of Aryltetrahydrobenzisoxazoles and Arylcyclopentisoxazoles". . p. 203 - 208. Retrieved 2007/10/02.
• 2、 Hansen, John F.,Kim, Yong In,McCrotty, Stephen E.,Strong, Scott A.,Zimmer, Douglas E.. "Halogenation of Vinyl Ketoximes. Synthesis of Isoxazoles and Preparation and Silver Ion-Promoted Reactions of 4-Halo-2-isoxazolines". . p. 475 - 479. Retrieved 2007/10/02.