94444-99-2

Upstream product

• 94-41-7 benzalacetophenone 
• 51589-22-1 N-phenylcinnamohydrazidoyl chloride 
• 102-92-1 cinnamoyl chloride 
• 100-63-0 phenylhydrazine 
• 24626-48-0 N-phenyl-N'-cinnamoylhydrazine 
• 112277-64-2 N-[(E)-1-Morpholin-4-yl-3-phenyl-prop-2-en-(Z)-ylidene]-N'-phenyl-hydrazine 

Downstream Products

• 94444-83-4 [2,4-Diphenyl-5-((E)-styryl)-2H-pyrazol-3-yl]-phenyl-methanone 

Relevant academic research and scientific papers

Regioselectivity in Dipolar Cycloaddition Reactions of N-Phenylcinnamonitrilimine

The regioselectivity of the cycloadditions of α,β-unsaturated nitrilimine derived from N-phenylcinnamohydrazidoyl chloride 2 to C=Se, C=S and C=C doble bonds of the resonance stabilized selenocyanate and thiocyanate anions, enol tautomer of dibenzoylmethane and benzalacetophenone was investigated.The results indicate that the reactions studied are dipole-LUMO-dipolarophile-HOMO controlled and that the larger orbital coefficient in the LUMO of N-phenylcinnamonitrilimine is on the carbon atom bearing the styryl group.The structures of the cycloadducts were assigned and confirmed on the basis of their elemental analyses and spectra.