37056-75-0

Basic information

• Product Name: N-phenyl-N-(3-phenylprop-2-en-1-ylidene)amine oxide
• CAS NO: 37056-75-0
• Molecular Formula: C₁₅H₁₃NO
• Molecular Weight: 223.2698
• Mol File: 37056-75-0.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 396.7°C at 760 mmHg
• Flash Point: 187.9°C
• Density: 1.119g/cm³
• Vapor Pressure: 3.84E-06mmHg at 25°C
• Refractive Index: 1.65
• CAS DataBase Reference: N-phenyl-N-(3-phenylprop-2-en-1-ylidene)amine oxide(CAS DataBase Reference)
• NIST Chemistry Reference: N-phenyl-N-(3-phenylprop-2-en-1-ylidene)amine oxide(37056-75-0)
• EPA Substance Registry System: N-phenyl-N-(3-phenylprop-2-en-1-ylidene)amine oxide(37056-75-0)

Safety Data

• Hazardous Substances Data: 37056-75-0(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 91981-91-8 acetaldehyde phenylnitrone 
• 14371-10-9 (E)-3-phenylpropenal 
• 100-65-2 N-Phenylhydroxylamine 
• 104-55-2 3-phenyl-propenal 
• 98-95-3 nitrobenzene 
• 495-48-7 azoxybenzene 
• 135386-66-2 2,3-Diphenyl-5-hydroxyisoxazolidine 

Downstream Products

• 64723-89-3 Methyl N-phenylcinnamimidate 
• 24680-48-6 2-phenylimino-4t-phenyl-butene-⁽³⁾-nitrile 
• 20503-96-2 2-phenyl-3-styryl-isoxazolidine-5-carbonitrile 
• 20503-94-0 5-chloromethyl-2-phenyl-3-styryl-isoxazolidine 
• 30340-69-3 cis-1,3-diphenyl-4-styryl-azetidin-2-one 
• 30340-69-3 trans-1,3-diphenyl-4-styryl-azetidin-2-one 
• 123003-85-0 1-phenyl-4-cinnamalazetidin-2-one 
• 15286-50-7 (4-chlorophenyl)(3-phenylallylidene)amine 
• 76553-86-1 2-chloro-N-cinnamyliden-aniline 
• 612-96-4 2-Phenylquinoline 
• 407636-61-7 Rh(CO)2Cl[α-styryl-N-phenylnitrone] 
• 1040389-82-9 C₂₆H₂₂N₂O₃ 

Relevant articles and documents

Gold-Catalyzed Oxidative Aminocyclizations of Propargyl Alcohols and Propargyl Amines to Form Two Distinct Azacyclic Products: Carbene Formation versus a 3,3-Sigmatropic Shift of an Initial Intermediate

Gold-catalyzed oxidations of propargyl alcohols with nitrones by using a P(tBu)2(o-biphenyl)Au+ catalyst, afforded bicyclic annulation products from the Mannich reactions of gold enolates. The same reactions of propargyl amines with nitrones by using the same gold catalyst gave distinct oxoarylation products. Our DFT calculations indicate that oxidation of propargyl alcohols with nitrones by using electron-rich gold catalysts lead only to gold carbenes, which can generate gold enolates or oxoarylation intermediates with enolate species having a barrier smaller than that of oxoarylation species.

Synthesis of 2,3-Disubstituted NH Indoles via Rhodium(III)-Catalyzed C-H Activation of Arylnitrones and Coupling with Diazo Compounds

A rhodium-catalyzed intermolecular coupling between arylnitrones and diazo compounds by C-H activation/[4 + 1] annulation with a C(N2)-C(acyl) bond cleavage is reported, and 2,3-disubstituted NH indoles are directly synthesized in up to a 94% yield. A variety of functional groups are applicable to this reaction to give the corresponding products with high selectivity. Compared to other previously reported Rh(III)-catalyzed synthesis of homologous series, this method is simpler, more general, and more efficient.

Rhodium-catalyzed cyclization of diynes with nitrones: A formal [2+2+5] approach to bridged eight-membered heterocycles

N-aryl-substituted nitrones were employed as fiveatom coupling partners in the rhodium-catalyzed cyclization with diynes. In this reaction, the nitrone moiety served as a directing group for the catalytic C-H activation of the N-aryl ring. This formal [2+2+5] approach allows rapid access to bridged eight-membered heterocycles with broad substrate scope. The results of this study may provide new insight into the chemistry of nitrones and find applications in the synthesis of other heterocycles,.