3,5-Diphenylisoxazole

Base Information

• Chemical Name: 3,5-Diphenylisoxazole
• CAS No.: 2039-49-8
• Molecular Formula: C15H11NO
• Molecular Weight: 221.258
• Hs Code.: 2934999090
• European Community (EC) Number: 633-848-0
• NSC Number: 5565
• DSSTox Substance ID: DTXSID30174324
• Nikkaji Number: J45.644F
• Wikidata: Q63408632
• ChEMBL ID: CHEMBL1374535
• Mol file: 2039-49-8.mol

Synonyms:3,5-Diphenylisoxazole;2039-49-8;3,5-Diphenyl-1,2-oxazole;Isoxazole, 3,5-diphenyl-;3,5-Diphenyl-isoxazole;NSC5565;3,2-oxazole;Maybridge1_002053;CBDivE_000727;MLS000710535;I+/-,I(3)-Diphenylisoxazol;SCHEMBL1421260;CHEMBL1374535;HECRDSFKLUVCAY-UHFFFAOYSA-;HMS547F07;DTXSID30174324;HECRDSFKLUVCAY-UHFFFAOYSA-N;HMS2748I15;NSC 5565;NSC-5565;CCG-47041;STK226166;AKOS001033159;NCGC00245460-01;SMR000280302;CS-0269886;AE-641/00642057;SR-01000636690-1;BRD-K56629496-001-09-6;Q63408632;Z56761407;InChI=1/C15H11NO/c1-3-7-12(8-4-1)14-11-15(17-16-14)13-9-5-2-6-10-13/h1-11H

Chemical Property of 3,5-Diphenylisoxazole

Chemical Property:

• Vapor Pressure: 3.87E-06mmHg at 25°C
• Melting Point: 140 °C
• Refractive Index: 1.586
• Boiling Point: 396.6 °C at 760 mmHg
• PKA: -3.23±0.10(Predicted)
• Flash Point: 162.3 °C
• PSA: 26.03000
• Density: 1.128g/cm³
• LogP: 4.00860
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 221.084063974
• Heavy Atom Count: 17
• Complexity: 231

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC(=NO2)C3=CC=CC=C3

Technology Process of 3,5-Diphenylisoxazole

There total 194 articles about 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: 99.0%

3,5-diphenyl-4,5-dihydro-isoxazole (4894-23-9) → 3,5-diphehylisoxazole (2039-49-8)

Guidance literature:

With manganese(IV) oxide; In toluene; Dean-Stark; Reflux;

DOI:10.1016/j.jfluchem.2018.04.007

Reference yield: 98.0%

phenylacetylene (536-74-3) + Benzaldoxime (932-90-1) → 3,5-diphehylisoxazole (2039-49-8)

Guidance literature:

Benzaldoxime; With N-chloro-succinimide; TPGS-750-M; In water; at 20 ℃; for 4.5h;

phenylacetylene; With triethylamine; In water; at 20 ℃; for 8h; Reagent/catalyst;

Reference yield: 96.0%

1,3-diphenylprop-2-yn-1-one oxime (28164-35-4) → 3,5-diphehylisoxazole (2039-49-8)

Guidance literature:

With C₁₉H₁₅AuCl₂N₂O; silver trifluoromethanesulfonate; In methanol; dichloromethane; at 20 ℃; for 2h; Reagent/catalyst;

DOI:10.1002/adsc.201300005

upstream raw materials:

benzonitrile oxide

ethanol

phenylacetylene

formic acid

Downstream raw materials:

4-chloro-3,5-diphenylisoxazole

3,5-diphenyl-4-nitro-1,2-oxazole

3-(3-nitro-phenyl)-5-(4-nitro-phenyl)-isoxazole

5-(4-nitrophenyl)-3-phenylisoxazole

Refernces

• 1、 Bondarenko,Komarov,Kuznetsova,Nikolaeva,Gavrilova, A. Yu.,Zyk. "Nitrosylsulfuric acid as an oxidant in the synthesis of 3,5-diarylisoxazoles". . p. 517 - 520. Retrieved 2018.
• 2、 Li, Jianxiao,Hu, Miao,Li, Chunsheng,Li, Can,Li, Jiawei,Wu, Wanqing,Jiang, Huanfeng. "Palladium-Catalyzed Cascade Cyclization/Alkynylation and Alkenylation of Alkynone O-Methyloximes with Terminal Alkynes". . p. 2707 - 2719. Retrieved 2018.
• 3、 Bondarenko,Komarov,Karetnikov,Nikolaeva,Zyk. "Nitrosylsulfuric acid as a tandem reagent in the synthesis of 3,5-diarylisoxazoles from 1,2-diarylcyclopropanes". . p. 1200 - 1203. Retrieved 2019.
• 4、 -. "Green preparation method of isoxazole compound participating in water-soluble vitamin E". Paragraph 0042-0068; 0164-0174. . Retrieved 2021/11/03.
• 5、 Xiong, Wenfang,Wu, Bowen,Zhu, Baiyao,Tan, Xiaobin,Wang, Lu,Wu, Wanqing,Qi, Chaorong,Jiang, Huanfeng. "One-Pot Palladium-Catalyzed Carbonylative Sonogashira Coupling using Carbon Dioxide as Carbonyl Source". . p. 2843 - 2851. Retrieved 2021/05/10.