5-Phenyl-1,3-oxazole-4-carboxylic acid

Base Information

• Chemical Name: 5-Phenyl-1,3-oxazole-4-carboxylic acid
• CAS No.: 99924-18-2
• Molecular Formula: C10H7NO3
• Molecular Weight: 189.17
• Hs Code.: 29349990
• European Community (EC) Number: 680-489-0
• DSSTox Substance ID: DTXSID20379967
• Wikidata: Q72498022
• ChEMBL ID: CHEMBL323921
• Mol file: 99924-18-2.mol

Synonyms:99924-18-2;5-phenyl-1,3-oxazole-4-carboxylic acid;5-phenyloxazole-4-carboxylic acid;4-Oxazolecarboxylic acid, 5-phenyl-;5-phenyl-4-oxazolecarboxylic acid;MFCD00105447;5-Phenyl-oxazole-4-carboxylic acid;SDCCGMLS-0065951.P001;SCHEMBL287658;CHEMBL323921;5-phenyloxazole-4-carboxylicacid;DTXSID20379967;RUKDIKJSGDVSIF-UHFFFAOYSA-N;AKOS000123277;PS-4270;5-phenyl-1,3-oxazol-4-ylcarboxylic acid;AC-26508;BP-10662;SY015422;FT-0620751;EN300-75028;A846102;A846103;J-517914;5-phenyl-1,3-oxazole-4-carboxylic acid, AldrichCPR;Z363989738

Chemical Property of 5-Phenyl-1,3-oxazole-4-carboxylic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 181 °C
• Refractive Index: 1.587
• Boiling Point: 354.73 °C at 760 mmHg
• Flash Point: 168.335 °C
• PSA: 63.33000
• Density: 1.32 g/cm³
• LogP: 2.03980
• Storage Temp.: 2-8°C
• 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:

97% ^*data from raw suppliers

5-Phenyl-1,3-oxazole-4-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-37/39

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C(N=CO2)C(=O)O

Technology Process of 5-Phenyl-1,3-oxazole-4-carboxylic acid

There total 6 articles about 5-Phenyl-1,3-oxazole-4-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: 91.0%

ethyl 5-phenyl-1,3-oxazole-4-carboxylate (32998-97-3) → 5-phenyl-1,3-oxazole-4-carboxylic acid (99924-18-2)

Guidance literature:

With sodium hydroxide; In ethanol; at 20 ℃; for 12h;

DOI:10.1021/jo010762s

Reference yield: 90.0%

methyl 5-phenyl-4-oxazolecarboxylate (38061-18-6) → 5-phenyl-1,3-oxazole-4-carboxylic acid (99924-18-2)

Guidance literature:

saponification;

DOI:10.1021/jm00153a006

Reference yield:

4-((2-methoxyphenyl)thio)-5-phenyl-2-(triisopropylsilyl)oxazole → 5-phenyl-1,3-oxazole-4-carboxylic acid (99924-18-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 20 °C

2.1: n-butyllithium; sulfuric acid / hexane; tetrahydrofuran / -78 °C

2.2: -78 - 20 °C

2.3: 16 h

With n-butyllithium; sulfuric acid; In tetrahydrofuran; hexane;

DOI:10.1021/acs.orglett.1c00288

upstream raw materials:

methyl 5-phenyl-4-oxazolecarboxylate

ethyl 5-phenyl-1,3-oxazole-4-carboxylate

benzoic acid methyl ester

carbon dioxide

Downstream raw materials:

5-phenyl-1,3-oxazole-4-carbonyl chloride

4-(4,4-dimethyloxazolin-2-yl)-5-phenyloxazole

2-(3-methyl-1-trimethylsilanyloxy-butyl)-5-phenyl-oxazole-4-carbaldehyde

5-phenyl-2-(phenyl-trimethylsilanyloxy-methyl)-oxazole-4-carbaldehyde