78646-48-7

Basic information

• Product Name: 4-cyanoimino-1,2,3,4-tetraphenylbut-2-en-1-one
• CAS NO: 78646-48-7
• Molecular Weight: 412.491
• Mol File: 78646-48-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-cyanoimino-1,2,3,4-tetraphenylbut-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-cyanoimino-1,2,3,4-tetraphenylbut-2-en-1-one(78646-48-7)
• EPA Substance Registry System: 4-cyanoimino-1,2,3,4-tetraphenylbut-2-en-1-one(78646-48-7)

Safety Data

• Hazardous Substances Data: 78646-48-7(Hazardous Substances Data)

Upstream product

• 78646-42-1 9,10-dihydro-9,10-(N-cyanoepoxyimino)-9,10-dimethylanthracene 
• 479-33-4 2,3,4,5-tetraphenylcyclopenta-2,4-dienone 

Downstream Products

• 7510-34-1 (Z)-1,2,3,4-tetraphenyl-2-butene-1,4-dione 

Relevant articles and documents

Formation and Thermal Cleavage Reactions of the Cycloadduct of 9,10-Dimethylanthracene and Nitrosyl Cyanide

Nitrosyl cyanide and 9,10-dimethylanthracene (DMA) (2) reacted at -25 deg C to form the crystallyne cycloadduct, 9,10-dihydro-9,10-(N-cyanoepoxyimino)-9,10-dimethylanthracene (1).The adduct (1) decomposed in the presence of the conjugated diene thebaine (3), to form DMA(2) and the adduct (4) of nitrosyl cyanide and thebaine.First-order kinetics, k = 6.9E-5 s-1, were observed for the release of DMA in benzene at 40 deg C, consistent with slow dissociation of the adduct (1) followed by rapid capture of nitrosyl cyanide by thebain.A similar first-order rate, k = 6.8E-5 s-1, was observed for the reaction of the adduct (1) and triphenylphosphine (2 mol equiv.) under the same conditions, the products being DMA, triphenylphosphine oxide, and triphenylphosphine N-cyanoimide (5).The reactions of nitrosyl cyanide, generated thermally from the adduct (1), were studied with a range of dienes.The conjugated dienes, N-cyanomethyl-N-northebaine (3; NCH2CN replacing NMe), trans,trans-1,4-diphenylbuta-1,3-diene (6; R=H), and ergosteryl acetate (11) all gave the expected cycloadducts (3,6-dihydro-2H-1,2-oxazines).Norbornane gave the tetracyclic adduct (10) arising from 1,4-conjugate addition of nitrosyl cyanide.The reactions of the adduct (1) with tetraphenylcyclopentadienone (14), 1,3-diphenylisobenzofuran (18), 2-methyl-1,3-diphenylisoindole (23), diazofluorene (24), and diphenyldiazomethane all took a more complex course leading in each case to the formation of an N-cyano-ketimine (alkylidene-cyanamide)