3-Phenylisoxazole-5-carboxylic acid

Base Information

• Chemical Name: 3-Phenylisoxazole-5-carboxylic acid
• CAS No.: 14442-12-7
• Molecular Formula: C10H7 N O3
• Molecular Weight: 189.17
• Hs Code.: 2934999090
• European Community (EC) Number: 681-064-2
• DSSTox Substance ID: DTXSID00353245
• Nikkaji Number: J2.843.923G
• Wikidata: Q82130718
• ChEMBL ID: CHEMBL4089780
• Mol file: 14442-12-7.mol

Synonyms:3-phenylisoxazole-5-carboxylic acid;14442-12-7;3-Phenyl-5-isoxazolecarboxylic acid;3-phenyl-1,2-oxazole-5-carboxylic acid;5-isoxazolecarboxylic acid, 3-phenyl-;MFCD01936010;3-Phenyl-isoxazole-5-carboxylic acid;3-Phenylisoxazole-5-carboxylicacid;VTW;SCHEMBL212382;3-phenylisoxazole-5-carboxylic;CHEMBL4089780;DTXSID00353245;YGTFDJRCCBKLDM-UHFFFAOYSA-N;HMS1696E11;STK341646;3-phenyl-5-isoxazole carboxylic acid;AKOS000303426;AB10572;12L-318S;AM807331;3-Phenylisoxazole-5-carboxylic acid, 97%;CS-0085257;FT-0697684;P2390;EN300-36619;A808212;J-513055;Z57140876

Chemical Property of 3-Phenylisoxazole-5-carboxylic acid

Chemical Property:

• Vapor Pressure: 2.51E-08mmHg at 25°C
• Melting Point: 159-163 °C(lit.)
• Boiling Point: 200°C
• PKA: 2.23±0.10(Predicted)
• Flash Point: 216.7°C
• PSA: 63.33000
• Density: 1.32g/cm³
• LogP: 2.03980
• Storage Temp.: 2-8°C
• Sensitive.: Moisture & Light Sensitive
• Solubility.: soluble in Methanol
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 189.042593085
• Heavy Atom Count: 14
• Complexity: 213

Purity/Quality:

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

3-Phenylisoxazole-5-carboxylic Acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Phenylisoxazole-5-carboxylic acid

There total 35 articles about 3-Phenylisoxazole-5-carboxylic acid 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: 97.0%

3-phenyl-5-hydroxymethylisoxazole (90924-12-2) → 3-phenylisoxazole-5-carboxylic acid (14442-12-7)

Guidance literature:

With jones reagent; In acetone; at 0 - 35 ℃; for 3.5h;

DOI:10.1002/jccs.200700092

Reference yield: 97.0%

benzohydroximoyl chloride (698-16-8) + Propiolic acid (471-25-0) → 3-phenylisoxazole-5-carboxylic acid (14442-12-7)

Guidance literature:

With copper; triethylamine; In acetonitrile; at 20 ℃; for 0.416667h; regioselective reaction; Inert atmosphere;

DOI:10.1002/jhet.2065

Reference yield: 95.0%

5-Acetylamino-3-phenyl-4,5-dihydro-isoxazole-5-carboxylic acid ethyl ester (87086-16-6) → 3-phenylisoxazole-5-carboxylic acid (14442-12-7)

Guidance literature:

With hydrogenchloride;

DOI:10.1016/S0040-4039(00)81880-8

upstream raw materials:

benzonitrile oxide

Propiolic acid

3-phenylisoxazole-5-carbaldehyde

ethyl 3-phenylisoxazole-5-carboxylate

Downstream raw materials:

C₂₇H₂₄N₂O₄S

Refernces

• 1、 da Rosa, Rafael,de Moraes, Milene H?ehr,Zimmermann, Lara Almida,Schenkel, Eloir Paulo,Steindel, Mario,Bernardes, Lílian Sibelle Campos. "Design and synthesis of a new series of 3,5-disubstituted isoxazoles active against Trypanosoma cruzi and Leishmania amazonensis". . p. 25 - 35. Retrieved 2017/02/05.
• 2、 Vishwanatha,Sureshbabu, Vommina V.. "Copper(0) Nanoparticles in Click Chemistry: Synthesis of 3,5-Disubstituted Isoxazoles". . p. 1823 - 1833. Retrieved 2015/02/19.