58821-35-5

Basic information

• Product Name: Oxazole, 4,5-dihydro-2,4,5-triphenyl-, cis-
• CAS NO: 58821-35-5
• Molecular Formula: C21H17NO
• Molecular Weight: 299.372
• Mol File: 58821-35-5.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Oxazole, 4,5-dihydro-2,4,5-triphenyl-, cis-(CAS DataBase Reference)
• NIST Chemistry Reference: Oxazole, 4,5-dihydro-2,4,5-triphenyl-, cis-(58821-35-5)
• EPA Substance Registry System: Oxazole, 4,5-dihydro-2,4,5-triphenyl-, cis-(58821-35-5)

Safety Data

• Hazardous Substances Data: 58821-35-5(Hazardous Substances Data)

Upstream product

• 530-36-9 erythro-2-amino-1,2-diphenylethanol 
• 825-60-5 benzimidic acid ethyl ester 
• 13866-14-3 cis-1-benzoyl-2,3-diphenylaziridine 
• 79102-23-1 trans-1-benzoyl-2,3-diphenylaziridine 
• 98-88-4 benzoyl chloride 
• 1605-06-7 cis-2,3-diphenylaziridine 
• 530-36-9 2-amino-1,2-diphenylethanol 
• 55-21-0 benzamide 
• 3723-23-7 2-amino-1,2-diphenylethanone 
• 100-52-7 benzaldehyde 

Downstream Products

• 71027-98-0 trans-2,4,5-triphenyl-Δ²-oxazoline 

Relevant articles and documents

Synthesis of some derivatives of 4,5-dihydrooxazoles

Benzaldehyds with sodium amide in the presence of thiourea in tetrahydro furan at room temperature gave various 2,4,5-triphenyl-4,5-dihydrooxazoles. The thiourea-catalyzed condensation of the benzaldehyde yielded 2-amino-1,2- diphenylethanone. Reduction of 2-amino-1,2-diphenylethanone was performed with hydride from Cannizzaro reaction to give 2-amino-1,2-diphenylethanols. The 4,5-dihydrooxazole ring formation of the 2-amino-1,2-diphenylethanol and benzamide gave the desired 4,5-dihydrooxazole.

Acid catalysed rearrangement of some N-acylaziridines

The reaction of N-acylaziridines 1 with concentrated sulfuric acid leads to the oxazolines 3 and/or amidoalcohols 4. The geometry of the aziridines 1 is discussed and an ionic mechanism is proposed.

Evolutions differentes de radicaux anions formes par voie chimique ou electrochimique

Chemical and electrochemical reductions of N-aroylaziridines 1 are described and compared.The first step is a single electron transfer (1 +e -> 1-. -> 1'-.).But compounds obtained from 1'-. are depending on the method used way followed: chemical reduction of N-cinnamoylaziridine 1e provides pyrrolidone 10e; but oxazoline 11e is available by electrochemical reduction of the same starting material 1e.Counter ion seems responsible of these different results.In agreement with this hypothesis, it is shown that pyrrolidone 10e is obtained from 1j only in presence of a counter ion.