142009-83-4

Basic information

• Product Name: 1,10-Phenanthrolin-5(6H)-one, 6-[(2-bromophenyl)imino]-
• CAS NO: 142009-83-4
• Molecular Formula: C18H10BrN3O
• Molecular Weight: 364.201
• Mol File: 142009-83-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1,10-Phenanthrolin-5(6H)-one, 6-[(2-bromophenyl)imino]-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,10-Phenanthrolin-5(6H)-one, 6-[(2-bromophenyl)imino]-(142009-83-4)
• EPA Substance Registry System: 1,10-Phenanthrolin-5(6H)-one, 6-[(2-bromophenyl)imino]-(142009-83-4)

Safety Data

• Hazardous Substances Data: 142009-83-4(Hazardous Substances Data)

Upstream product

• 65115-91-5 5,6-epoxy-5,6-dihydro-[1,10]phenanthroline 
• 5144-89-8 1,10-phenanthroline hydrate 
• 142009-80-1 trans-5-(2-bromoanilino)-6-hydroxy-5,6-dihydro-1,10-phenanthroline 

Relevant articles and documents

The synthesis of ascididemin

A short synthsis of the pentacyclic marine alkaloid ascididemin 1 (four steps, 21% yield) from 1,10-phenanthroline 16 is described. The key step, photocyclisation of the quinoneimine 14 in sulphuric acid, is the first such aza stilbene photocyclisation of a quinoneimine. Intermediate 14 is prepared in a single, but low yielding, step from the quinone 4 in an aza Wadsworth-Emmons reaction, or in much better yield from the epoxide 17 by treatment with 2- iodoaniline and triethylaluminium, followed by oxidation with barium manganate.