1006-68-4

Basic information

• Product Name: 5-PHENYLOXAZOLE
• Synonyms: 5-PHENYLOXAZOLE;5-PHENYL-1,3-OXAZOLE;5-PHENYLOXAZOLE 95%;5-Phenyloxazole,95%;Oxazole, 5-phenyl-
• CAS NO: 1006-68-4
• Molecular Formula: C₉H₇NO
• Molecular Weight: 145.16
• Product Categories: Isoxazoles, Oxadiazoles, Oxazoles
• Mol File: 1006-68-4.mol

Chemical Properties

• Melting Point: 37-39 °C
• Boiling Point: 264.27°C (rough estimate)
• Flash Point: 102.8 °C
• Appearance: light yellow to orange crystalline low melting
• Density: 1.1555 (rough estimate)
• Vapor Pressure: 0.0186mmHg at 25°C
• Refractive Index: 1.4500 (estimate)
• Storage Temp.: 2-8°C
• PKA: 0.45±0.10(Predicted)
• CAS DataBase Reference: 5-PHENYLOXAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-PHENYLOXAZOLE(1006-68-4)
• EPA Substance Registry System: 5-PHENYLOXAZOLE(1006-68-4)

Safety Data

• Hazard Codes: Xi,C,F,Xn
• Statements: 11-34-22
• Safety Statements: 24/25-45-36/37/39-26-16
• WGK Germany: 3
• Hazardous Substances Data: 1006-68-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5-Phenyloxazole is used as a building block for the synthesis of various pharmaceutical compounds. Its ability to modulate adenylate cyclase makes it a valuable component in the development of new drugs with potential therapeutic applications.
Used in Biological Research:
5-Phenyloxazole is used as a research tool for studying the effects of octopamine and tyramine receptor agonists. Its role in modulating adenylate cyclase aids researchers in understanding the mechanisms of these receptors and their potential applications in biological and medical research.
Used in Chemical Synthesis:
5-Phenyloxazole is used as a starting material in the synthesis of various chemical compounds. Its light yellow to orange crystalline form and low melting properties make it suitable for use in chemical reactions and the production of other organic compounds.

InChI:InChI=1/C9H7NO/c1-2-4-8(5-3-1)9-6-10-7-11-9/h1-7H

Upstream product

• 73286-37-0 N-(2-oxo-2-phenylethyl)formamide 
• 13850-37-8 3t-azido-1-phenyl-propenone 
• 5468-37-1 2-aminoacetophenone hydrochloride 
• 122-51-0 orthoformic acid triethyl ester 
• 100-52-7 benzaldehyde 
• 89539-02-6 S-(isocyanomethyl)-S-phenyl-N-tosylsulfoximine 
• 195711-05-8 1-(isocyanomethyloxy)benzotriazole 
• 38622-91-2 [(p-methylphenyl)sulfonylmethyl]isonitrile 
• 37118-19-7 4-[(4-Methylphenyl)sulfonyl]-5-phenyl-1,3-oxazole 
• 10026-13-8 phosphorus pentachloride 
• 29166-72-1 N,N,N′,N′-tetramethyl-N″-tert-butylguanidine 
• 288-42-6 oxazol 
• 591-50-4 iodobenzene 
• 1006-67-3 5-phenylisoxazole 

Downstream Products

• 54026-87-8 3-benzyl-5-phenyl-oxazolium; chloride 
• 54026-88-9 3-methyl-5-phenyl-oxazolium; iodide 
• 17064-30-1 5,5'-diphenyl-2,2'-bi-1,3-oxazole 
• 108665-44-7 5-phenyl-2-(trimethylsilyl)oxazole 
• 108665-43-6 2-Phenyl-2-(trimethylsilyloxy)-vinylisocyanid 
• 90253-85-3 7-Benzoyl-2-phenyl-1H,7H-s-triazolo<1,2-a>-s-triazol-1,3(2H)-dion 
• 31970-74-8 phenyl(5-phenyloxazol-2-yl)methanone 
• 96829-96-8 2,2-Dimethyl-1,1-bis-(5-phenyl-oxazol-2-yl)-propan-1-ol 
• 96829-90-2 (5-Phenyl-oxazol-2-yl)-p-tolyl-methanone 
• 96829-93-5 (4-Fluoro-phenyl)-(5-phenyl-oxazol-2-yl)-methanone 
• 96829-92-4 (4-Chloro-phenyl)-(5-phenyl-oxazol-2-yl)-methanone 
• 96829-91-3 (4-methoxyphenyl)(5-phenyloxazol-2-yl)methanone 
• 96829-95-7 2-(4-Cyanobenzoyl)-5-phenyloxazole 
• 96829-94-6 (4-Nitro-phenyl)-(5-phenyl-oxazol-2-yl)-methanone 

Relevant articles and documents

Copper-mediated dehydrogenative biaryl coupling of naphthylamines and 1,3-azoles

A copper-mediated dehydrogenative biaryl cross-coupling of naphthylamines and 1,3-azoles has been developed. The key to its success is the introduction of N,N-bidentate coordination system based on the picolinamide directing group. The reaction proceeds s

A One-Pot Tandem Approach for the Synthesis of 5-(Het)aryloxazoles from Substituted (Het)aryl Methyl Alcohols and Benzyl Bromides

A new modified van Leusen strategy has been developed for the synthesis of biologically significant 5-substituted oxazoles by the reaction of (het)aryl methyl alcohols or benzyl bromides as precursors with tosylmethylisocyanide (TosMIC) under basic conditions. This method is efficient, takes place under mild reaction conditions, and is tolerant of various functional groups with high yield.

Solution-phase parallel oxazole synthesis with TosMIC

A quaternary ammonium hydroxide ion exchange resin catalyzes the reaction of p-tolylsulfonylmethyl isocyanide (TosMIC) with aromatic aldehydes to give 5-aryloxazoles. The base and the p-tolylsulfinic acid byproduct are removed by simple filtration, result

Benzotriazol-1-ylmethyl isocyanide, a new synthon for CH-N=C transfer. Syntheses of α-hydroxyaldehydes, 4-ethoxy-2-oxazolines and oxazoles

Readily prepared benzotriazol-1-ylmethyl isocyanide (BetMIC) reacts under mild conditions with ketones and aldehydes, to afford oxazolines (convertible into α-hydroxyaldehydes) and oxazoles, respectively.

CONVERSION OF TRIAZOLIDES INTO OXAZOLES BY FLASH-VACUUM PYROLYSIS.

Flash-vacuum pyrolysis of azolides of 1,2,4-triazole affords 5-monosubstituted oxazoles.

Direct C-H iodination of 1,3-azoles catalysed by CuBr2

A mild method was developed for the direct C-H iodination of 1,3-azoles catalysed by CuBr2. Compared with the traditional metalation/iodination sequences carried out with nBuLi or TMPLi (TMP = 2,2,6,6-tetramethylpiperidino), a relatively weaker base, LiOtBu, was used in the presence of 1,10-phenanthroline. Five series of 1,3-azoles, including benzoxazole, benzothiozole, N-methyl-benzoimidazole, 5-phenyloxazole and 2-phenyl-1,3,4-oxadiazole were tested and afforded the corresponding iodination products.

Synthesis and reactivities of 1-(isocyanomethyloxy)benzotriazole as a new source of isocyanomethyl synthon

The title compound, 1-(isocyanomethyloxy)benzotriazole (6) as a new source of isocyanomethyl synthon, was synthesized in 65% yield by the dehydration of 1-(formamidomethyloxy)benzotriazole with phosphorus oxychloride in the presence of triethylamine. Unde

Nickel-catalyzed direct C-H arylation and alkenylation of heteroarenes with organosilicon reagents

"Chemical Equation Presented" Breaking the Si-lence: The direct crosscoupling of heteroarenes with aryl- or alkenylsilanes proceeds efficiently, in the presence of a nickel catalyst, to create a wide range of aryl- and alkenyl-heteroaryl bonds efficiently (see scheme; DMAc= N.N-dimethylacetamide, bpy = 2,2′-bipyridine). This catalysis represents a new avenue for using organosilanes in the catalytic C-H functionalization chemistry.

Tandem cycloaddition-decarboxylation of α-keto acid and isocyanide under oxidant-free conditions towards monosubstituted oxazoles

An efficient method, tandem [3 + 2] cycloaddition-decarboxylation of α-keto acid and isocyanide promoted by copper salt, has been developed. Under oxidant-free conditions, a series monosubstituted oxazoles have been constructed. Different from the traditional application of α-oxo acids as acyl surrogates, the elegant approach herein ingeniously avoids consuming excess oxidants.

A solid-phase equivalent of van Leusen's TosMIC, and its application in oxazole synthesis

Polystyrene-SH resin, prepared from Merrifield resin in two steps, was converted to polystyrene-SO2-CH2-NC in three steps. This resin functions as a solid-phase equivalent of p-tolylsulfonylmethyl isocyanide (TosMIC). Thus, reaction with aromatic aldehydes and tetrabutylammonium hydroxide as base yields 5-aryloxazoles.