3-p-Tolylisoxazole

Base Information

• Chemical Name: 3-p-Tolylisoxazole
• CAS No.: 13271-86-8
• Molecular Formula: C10H9 N O
• Molecular Weight: 159.188
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID60467175
• Nikkaji Number: J2.341.484H
• Wikidata: Q82293985
• Mol file: 13271-86-8.mol

Synonyms:3-p-Tolylisoxazole;3-(p-Tolyl)isoxazole;13271-86-8;3-(4-methylphenyl)-1,2-oxazole;3-(4-methylphenyl)isoxazole;Isoxazole, 3-(4-methylphenyl)- (9CI);Isoxazole, 3-(4-methylphenyl)-;p-tolylisoxazole;SCHEMBL4799697;3-p-Tolylisoxazole, AldrichCPR;DTXSID60467175;BRTGAZAKSSGEBJ-UHFFFAOYSA-N;MFCD08446382;AKOS006281440;CS-0444601;FT-0691915

Chemical Property of 3-p-Tolylisoxazole

Chemical Property:

• Melting Point: 54-55 °C
• Boiling Point: 290.0±9.0 °C(Predicted)
• PKA: -2.58±0.50(Predicted)
• PSA: 26.03000
• Density: 1.082±0.06 g/cm3(Predicted)
• LogP: 2.65000
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 159.068413911
• Heavy Atom Count: 12
• Complexity: 141

Purity/Quality:

99% ^*data from raw suppliers

3-p-Tolylisoxazole Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=NOC=C2

Technology Process of 3-p-Tolylisoxazole

There total 18 articles about 3-p-Tolylisoxazole 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: 84.0%

5-hydroxy-3-(4-methylphenyl)-2-isoxazoline → 3-(p-methylphenyl)isoxazole (13271-86-8)

Guidance literature:

With sodium methylate; In methanol; Heating;

DOI:10.1016/j.tet.2007.09.040

Reference yield: 72.0%

3-(4-methylphenyl)-2H-azirine-2-carboxaldehyde (521075-51-4) → 3-(p-methylphenyl)isoxazole (13271-86-8)

Guidance literature:

dirhodium tetraacetate; In dichloromethane; benzene; for 6h; Heating;

DOI:10.1002/jhet.5570450203

Reference yield: 71.0%

3-(4-methylphenyl)acrylaldehyde (1504-75-2) → 3-(p-methylphenyl)isoxazole (13271-86-8)

Guidance literature:

3-(4-methylphenyl)acrylaldehyde; With p-toluenesulfonylhydroxylamine; potassium carbonate; In methanol; water; at 20 ℃; for 10h;

With potassium carbonate; In methanol; water; at 60 ℃; for 4h; regioselective reaction;

DOI:10.1021/ol901626n

upstream raw materials:

(3-p-tolyl-isoxazol-5-yl)-boronic acid

3-(p-tolyl)-5-acetoxy-4,5-dihydroisoxazole

(Z)-3-azido-3-(4-methylphenyl)prop-2-en-1-ol

vinyl phenyl selenide

Downstream raw materials:

para-methylbenzonitrile

3-(4-(bromomethyl)phenyl)isoxazole

Refernces

• 1、 Wu, Guo-Jian,Sheng, Shou-Ri,Li, Dan,Xu, Li-Fan,Huang, Zhen-Zhong. "Polymer-supported vinyl sulfone as an efficient reagent for the synthesis of 3-monosubstituted isoxazoles". . p. 3034 - 3043. Retrieved 2013/09/12.
• 2、 Di Nunno, Leonardo,Vitale, Paola,Scilimati, Antonio. "Effect of the aryl group substituent in the dimerization of 3-arylisoxazoles to syn 2,6-diaryl-3,7-diazatricyclo[4.2.0.02,5]octan-4,8-diones induced by LDA". experimental part. p. 11198 - 11204. Retrieved 2009/04/11.