5-Phenylisoxazole-3-carboxylic acid

Base Information

• Chemical Name: 5-Phenylisoxazole-3-carboxylic acid
• CAS No.: 14441-90-8
• Molecular Formula: C10H7NO3
• Molecular Weight: 189.17
• Hs Code.: 2934999090
• European Community (EC) Number: 625-749-6
• DSSTox Substance ID: DTXSID30162701
• Nikkaji Number: J3.152.113K
• Wikidata: Q72502076
• ChEMBL ID: CHEMBL1353492
• Mol file: 14441-90-8.mol

Synonyms:5-phenyl-3-isoxazolecarboxylic acid;5-phenyl-3-isoxazolecarboxylic acid, Ag (+1) salt

Chemical Property of 5-Phenylisoxazole-3-carboxylic acid

Chemical Property:

• Vapor Pressure: 2.51E-08mmHg at 25°C
• Melting Point: 160-164 °C(lit.)
• Boiling Point: 434.7 °C at 760 mmHg
• PKA: 3.33±0.10(Predicted)
• Flash Point: 216.7 °C
• PSA: 63.33000
• Density: 1.32 g/cm³
• LogP: 2.03980
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 2.4
• 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:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-42/43
• Safety Statements: 26-36-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 5-Phenylisoxazole-3-carboxylic acid

There total 45 articles about 5-Phenylisoxazole-3-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: 94.0%

ethyl 5-phenylisoxazole-3-carboxylate (7063-99-2) → 5-phenyl-3-isoxazolecarboxylic acid (14441-90-8)

Guidance literature:

ethyl 5-phenylisoxazole-3-carboxylate; With sodium hydroxide; In ethanol; water; at 20 ℃; for 0.0833333h;

With hydrogenchloride; In ethanol; water; pH=3 - 4;

Reference yield: 90.0%

methyl 5-phenylisoxazole-3-carboxylate (51677-09-9) → 5-phenyl-3-isoxazolecarboxylic acid (14441-90-8)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; at 50 ℃; for 1h;

Reference yield: 78.0%

5-phenylisoxazole-3-carbonitrile (14442-24-1) → 5-phenyl-3-isoxazolecarboxylic acid (14441-90-8)

Guidance literature:

With potassium hydroxide; In ethanol; water; Reflux;

DOI:10.1134/S1070428012010216

upstream raw materials:

3-acetyl-5-phenyl-isoxazole

3-(methoxymethyl)-5-phenylisoxazole

5-phenyl-isoxazole-3-carbaldehyde oxime

ethyl 5-phenylisoxazole-3-carboxylate

Downstream raw materials:

2-benzoyl-3-phenylacrylonitrile

1,3-diphenyl-1H-pyrazol-5-amine

1,5-diphenylpyrazole-3-carboxylic acid

3-acetyl-5-phenyl-isoxazole

Refernces

• 1、 Najafi, Zahra,Mahdavi, Mohammad,Safavi, Maliheh,Saeedi, Mina,Alinezhad, Heshmatollah,Pordeli, Mahboobeh,Kabudanian Ardestani, Sussan,Shafiee, Abbas,Foroumadi, Alireza,Akbarzadeh, Tahmineh. "Synthesis and in Vitro Cytotoxic Activity of Novel Triazole-Isoxazole Derivatives". . p. 1743 - 1747. Retrieved 2015.
• 2、 Vadivelu, Murugan,Sampath, Sugirdha,Muthu, Kesavan,Karthikeyan, Kesavan,Praveen, Chandrasekar. "Mechanochemistry Enabled Construction of Isoxazole Skeleton via CuO Nanoparticles Catalyzed Intermolecular Dehydrohalogenative Annulation". . p. 4941 - 4952. Retrieved 2021/09/09.
• 3、 Akbarzadeh, Tahmineh,Eslami, Azadeh,Faramarzi, Mohammad Ali,Mahdavi, Mohammad,Mirfazli, Seyedeh Sara,Saeedi, Mina,Zardkanlou, Mahsa. "Design and synthesis of novel 5-arylisoxazole-1,3,4-thiadiazole hybrids as α-glucosidase inhibitors". . p. 436 - 444. Retrieved 2021/10/04.