Isoxazole, 5-methyl-3-phenyl- (7CI,8CI,9CI)

Base Information

• Chemical Name: Isoxazole, 5-methyl-3-phenyl- (7CI,8CI,9CI)
• CAS No.: 1008-74-8
• Molecular Formula: C10H9NO
• Molecular Weight: 159.188
• Hs Code.: 2934999090
• Mol file: 1008-74-8.mol

Synonyms:5-Methyl-3-phenylisoxazole;NSC 74482;

Chemical Property of Isoxazole, 5-methyl-3-phenyl- (7CI,8CI,9CI)

Chemical Property:

• Vapor Pressure: 0.00566mmHg at 25°C
• Refractive Index: 1.539
• Boiling Point: 282.7 °C at 760 mmHg
• Flash Point: 115.3 °C
• PSA: 26.03000
• Density: 1.082 g/cm³
• LogP: 2.65000

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Isoxazole, 5-methyl-3-phenyl- (7CI,8CI,9CI)

There total 75 articles about Isoxazole, 5-methyl-3-phenyl- (7CI,8CI,9CI) 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: 96.0%

3-phenyl-5-<(phenylsulfonyl)methyl>isoxazole (106808-15-5) → 5-methyl-3-phenylisoxazole (1008-74-8)

Guidance literature:

With disodium hydrogenphosphate; sodium amalgam; In methanol; for 2h;

Reference yield: 91.0%

5-hydroxy-5-methyl-3-phenyl-4,5-dihydro-2-isoxazole (1027564-45-9) → 5-methyl-3-phenylisoxazole (1008-74-8)

Guidance literature:

With dmap; triethylamine; p-toluenesulfonyl chloride; In acetonitrile; at 0 - 20 ℃; for 4h;

DOI:10.1021/jo1000065

Reference yield: 89.0%

4-phenyl-3-butyne-2-one (1817-57-8) → 5-methyl-3-phenylisoxazole (1008-74-8)

Guidance literature:

With trimethylsilylazide; In Trichloroethylene; at 20 ℃; for 12h;

DOI:10.1039/c6cc02047j

upstream raw materials:

1-methyl-4-nitrosobenzene

N-(1-Hydroxyimino-1-phenyl-3-butyl)hydroxylamine

1-phenylbut-2-en-1-one

1-phenyl-1,3-pentanedionedioxime

Downstream raw materials:

4,4-Dichloro-5-methoxy-5-methyl-3-phenyl-4,5-dihydro-isoxazole

5-[(E)-2-(2-Methoxy-phenyl)-vinyl]-3-phenyl-isoxazole

3-phenyl-5-styrylisoxazole

3-phenyl-5-(tert-butyldimethylsilyl)methylisoxazole

Refernces

• 1、 Heravi, Majid M.,Derikvand, Fatemeh,Haeri, Anahita,Oskooie, Hossein A.,Bamoharram, Fatemeh F.. "Heteropolyacids as green and reusable catalysts for the synthesis of isoxazole derivatives". . p. 135 - 140. Retrieved 2008.
• 2、 Rodriguez, Antoniom.,Juan, Alberto,Gomez, M.Victoria,Moreno, Andres,De La Hoz, Antonio. "Continuous-flow microliter microwave irradiation in the synthesis of isoxazole derivatives: An optimization procedure". . p. 2527 - 2530. Retrieved 2012.
• 3、 Zhang, Liang,Mao, Xue-Chun,Wang, Qiu-Ying,Pan, Yang,Chen, Jun-Min. "Polystyrene-supported 2-bromoallyl sulfone as an efficient reagent for synthesis of 3,5-disubstituted isoxazoles". . p. 142 - 148. Retrieved 2020.
• 4、 Antony P, Mary,Balaji, Gantala L.,Iniyavan, Pethaperumal,Ila, Hiriyakkanavar. "Reaction of 1,3-Bis(het)arylmonothio-1,3-diketones with Sodium Azide: Regioselective Synthesis of 3,5-Bis(het)arylisoxazoles via Intramolecular N-O Bond Formation". . p. 15422 - 15436. Retrieved 2020/11/30.