4,5-Dihydro-3,5-diphenylisoxazole

Base Information

• Chemical Name: 4,5-Dihydro-3,5-diphenylisoxazole
• CAS No.: 4894-23-9
• Molecular Formula: C15H13NO
• Molecular Weight: 223.274
• NSC Number: 91647
• Nikkaji Number: J5.199C
• ChEMBL ID: CHEMBL4291531
• Mol file: 4894-23-9.mol

Synonyms:4894-23-9;4,5-Dihydro-3,5-diphenylisoxazole;3,5-diphenyl-4,5-dihydro-1,2-oxazole;3,5-diphenyl-2-isoxazoline;3,5-Diphenyl-4,5-dihydroisoxazole;NSC91647;Isoxazole, 4,5-dihydro-3,5-diphenyl-;3,5-Diphenylisoxazoline;SCHEMBL6939090;CHEMBL4291531;NSC 91647;NSC-91647;AKOS004905604;N13330

Chemical Property of 4,5-Dihydro-3,5-diphenylisoxazole

Chemical Property:

• Vapor Pressure: 8.37E-05mmHg at 25°C
• Boiling Point: 351.4°Cat760mmHg
• Flash Point: 135.4°C
• PSA: 21.59000
• Density: 1.11g/cm³
• LogP: 2.98790
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 223.099714038
• Heavy Atom Count: 17
• Complexity: 275

Purity/Quality:

98%,99%, ^*data from raw suppliers

4,5-DIHYDRO-3,5-DIPHENYLISOXAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(ON=C1C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of 4,5-Dihydro-3,5-diphenylisoxazole

There total 63 articles about 4,5-Dihydro-3,5-diphenylisoxazole 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: 100.0%

1,2-diphenyl-cyclopropane (29881-14-9) → 3,5-diphenyl-4,5-dihydro-isoxazole (4894-23-9)

Guidance literature:

With nitrosonium ethyl sulfate; In dichloromethane; at -55 - 20 ℃; for 2h; Reagent/catalyst; Inert atmosphere;

DOI:10.1134/S107042802005005X

Reference yield: 99.0%

ethyl (E)-2-(((1,3-diphenylprop-2-yn-1-yl)oxy)imino)acetate → 3,5-diphenyl-4,5-dihydro-isoxazole (4894-23-9)

Guidance literature:

With (4-F₃CC₆H₄)₃PAuNTf₂; In methanol; at 30 ℃; for 0.5h; Inert atmosphere;

DOI:10.1055/s-0037-1611640

Reference yield: 98.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + Benzaldoxime (932-90-1) → 3,5-diphenyl-4,5-dihydro-isoxazole (4894-23-9)

Guidance literature:

With Oxone; potassium chloride; In water; at 20 ℃; for 3h; Reagent/catalyst; Solvent; Green chemistry;

DOI:10.1016/j.tetlet.2014.02.118

upstream raw materials:

styrene

benzonitrile oxide

diethyl ether

1-bromovinylbenzene

Downstream raw materials:

1-acetoxy-2-(5-phenyl-4,5-dihydro-isoxazol-3-yl)-benzene

(R)-3,5-diphenyl-2-isoxazoline

(5S)-(+)-3,5-diphenyl-4,5-dihydro-isoxazole

(1S,3R)-3-benzoylamino-1,3-diphenyl-1-propanol

Refernces

• 1、 Lan, Jing-Xuan,Liang, Cui,Mo, Dong-Liang,Su, Gui-Fa,Yan, Gong-Gui,Zou, Ning. "Nickel(II)-Catalyzed Oxygen Transfer Reaction of N-Vinyl Nitrones to Prepare 2-(Pyridin-2-yl)ethanols". . p. 8446 - 8450. Retrieved 2020.
• 2、 Mondal, Santanu,Biswas, Sourabh,Ghosh, Krishna Gopal,Sureshkumar, Devarajulu. "TEMPO-Mediated Selective Synthesis of Isoxazolines, 5-Hydroxy-2-isoxazolines, and Isoxazoles via Aliphatic δ-C(sp3)-H Bond Oxidation of Oximes". . p. 2439 - 2446. Retrieved 2021/08/03.