157030-99-4

Basic information

• Product Name: 3,4-di(p-chlorophenyl)-6-cyano-2H-selenopyran
• Synonyms: 3,4-di(p-chlorophenyl)-6-cyano-2H-selenopyran
• CAS NO: 157030-99-4
• Molecular Weight: 391.158
• Mol File: 157030-99-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3,4-di(p-chlorophenyl)-6-cyano-2H-selenopyran(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-di(p-chlorophenyl)-6-cyano-2H-selenopyran(157030-99-4)
• EPA Substance Registry System: 3,4-di(p-chlorophenyl)-6-cyano-2H-selenopyran(157030-99-4)

Safety Data

• Hazardous Substances Data: 157030-99-4(Hazardous Substances Data)

Upstream product

• 157030-87-0 4,5-di(p-chlorophenyl)-2-cyano-3,6-dihydro-2H-selenopyran 
• 75416-78-3 4,4'-(buta-1,3-diene-2,3-diyl)bis(chlorobenzene) 
• 157031-00-0 4,5-di(p-chlorophenyl)-2-cyano-3,6-dihydro-2H-selenopyran-2-yl m-chlorobenzoate 
• 937-14-4 3-chloro-benzenecarboperoxoic acid 

Relevant articles and documents

Generation of selenabenzenes bearing an electron-withdrawing group at the 2-position

3,6-Dihydro-2H-selenopyrans 2 with an electron-withdrawing group at the 2-position were prepared by the Diels-Alder reaction of butadienes with selenoaldehydes generated in situ from selenocyanates 1 and triethylamine. Oxidation of the dihydroselenopyraus 2 with 1.5 eq of m-chloroperbenzoic acid provided 2H-selenopyraus 9 and 3,6-dihydro-2H-selenopyran-2-yl m-chlorobenzoates 10. The benzoates 10 were smoothly converted into the selenopyrans 9 using polyphosphoric acid trimethylsilyl ester. The selenopyrans 9 were methylated with methyl trifluoromethanesuflonate to give Se-methyl selenopyranium trifluoromethanesulfonates 12. Deprotonation of the selenonium salts 12 with sodium hydride or triethylamine generated the selenabenzene derivatives 13, but they were too unstable to be isolated. Therefore, we confirmed the generation of 13 by 1H- and 13C-NMR spectroscopy at -30°C.