99924-18-2

Basic information

• Product Name: 5-Phenyl-1,3-oxazole-4-carboxylic acid
• Synonyms: BUTTPARK 153\57-35;5-PHENYL-OXAZOLE-4-CARBOXYLIC ACID;5-PHENYL-1,3-OXAZOLE-4-CARBOXYLIC ACID;5-Phenyl-1,3-oxazole-4-carboxylic acid ,97%;5-phenyl-1,3-oxazole-4-carboxylic acid(SALTDATA: FREE);4-Carboxy-5-phenyl-1,3-oxazole
• CAS NO: 99924-18-2
• Molecular Formula: C₁₀H₇NO₃
• Molecular Weight: 189.17
• Mol File: 99924-18-2.mol

Chemical Properties

• Melting Point: 181 °C
• Boiling Point: 354.73 °C at 760 mmHg
• Flash Point: 168.335 °C
• Appearance: /
• Density: 1.32 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.587
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 5-Phenyl-1,3-oxazole-4-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Phenyl-1,3-oxazole-4-carboxylic acid(99924-18-2)
• EPA Substance Registry System: 5-Phenyl-1,3-oxazole-4-carboxylic acid(99924-18-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-37/39
• Hazardous Substances Data: 99924-18-2(Hazardous Substances Data)

Usage

Chemical Properties

White solid

InChI:InChI=1/C10H7NO3/c12-10(13)8-9(14-6-11-8)7-4-2-1-3-5-7/h1-6H,(H,12,13)

Upstream product

• 38061-18-6 methyl 5-phenyl-4-oxazolecarboxylate 
• 32998-97-3 ethyl 5-phenyl-1,3-oxazole-4-carboxylate 
• 93-58-3 benzoic acid methyl ester 
• 124-38-9 carbon dioxide 

Downstream Products

• 337508-64-2 5-phenyl-1,3-oxazole-4-carbonyl chloride 
• 1047672-15-0 (3R)-1-azabicyclo[2.2.2]oct-3-yl (5-phenyl-1,3-oxazol-4-yl)carbamate hydrochloride 
• 1381778-54-6 N-(2-((5-(methoxymethyl)thiazol-2-yl)methyl)-2H-1,2,3-triazol-4-yl)-5-phenyloxazole-4-carboxamide 
• 1381778-53-5 N-(2-((2-(methoxymethyl)thiazol-5-yl)methyl)-2H-1,2,3-triazol-4-yl)-5-phenyloxazole-4-carboxamide 
• 1381778-55-7 N-(2-((2-(2-methoxypropan-2-yl)oxazol-4-yl)methyl)-2H-1,2,3-triazol-4-yl)-5-phenyloxazole-4-carboxamide 
• 1381778-52-4 N-(2-((2-(methoxymethyl)thiazol-4-yl)methyl)-2H-1,2,3-triazol-4-yl)-5-phenyloxazole-4-carboxamide 
• 1381778-51-3 N-(2-((4-(methoxymethyl)thiazol-2-yl)methyl)-2H-1,2,3-triazol-4-yl)-5-phenyloxazole-4-carboxamide 
• 1381778-50-2 N-(2-((5-(methoxymethyl)thiophen-2-yl)methyl)-2H-1,2,3-triazol-4-yl)-5-phenyloxazole-4-carboxamide 
• 1381778-49-9 N-(2-((5-(methoxymethyl)furan-2-yl)methyl)-2H-1,2,3-triazol-4-yl)-5-phenyloxazole-4-carboxamide 
• 1258458-60-4 5-phenyl-oxazole-4-carboxylic acid [2-(5-acetyl-furan-2-ylmethyl)-thiazol-4-yl]-amide 
• 1258458-58-0 5-phenyl-oxazole-4-carboxylic acid [2-(5-acetyl-thiophen-2-ylmethyl)-thiazol-4-yl]-amide 

Relevant articles and documents

Oxazole Synthesis by Sequential Asmic-Ester Condensations and Sulfanyl-Lithium Exchange-Trapping

Oxazoles are rapidly assembled through a sequential deprotonation-condensation of Asmic, anisylsulfanylmethylisocyanide, with esters followed by sulfanyl-lithium exchange-trapping. Deprotonating Asmic affords a metalated isocyanide that efficiently traps esters to afford oxazoles bearing a versatile C-4 anisylsulfanyl substituent. Interchange of the anisylsulfanyl substituent is readily achieved through a first-in-class sulfur-lithium exchange-electrophilic trapping sequence whose versatility is illustrated in the three-step synthesis of the bioactive natural product streptochlorin.

Metalation of 4-oxazolinyloxazole derivatives. A convenient route to 2,4-bifunctionalized oxazoles.

The synthesis of an array of 5-phenyloxazole derivatives bearing a variety of hydroxyalkyl groups at the C-2 position of the heterocyclic nucleus and possessing a formyl or a carboxyl function at C-4 is reported. These bifunctionalized compounds have been efficiently prepared by addition of carbonylated electrophiles to the 2-lithio derivative of 5-phenyloxazole preliminarily equipped with an oxazoline unit at the 4-position of the oxazole nucleus. It is demonstrated that this protocol offers a double advantage since it suppresses the troublesome electrocyclic ring-opening reaction and allows access to the target compounds by simple chemical transformation of the oxazoline ring system.

Synthesis and hypolipidemic activities of 5-thienyl-4-oxazoleacetic acid derivatives

A series of 2,5-disubstituted 4-oxazoleacetic acid derivatives was synthesized and evaluated for hypolipidemic activity. Among them, those with a thienyl group at C-5 of the oxazole ring exerted highly potent hypolipidemic effects in rats. 2-(4-Fluorophen