1454309-28-4

Basic information

• Product Name: 3,3'-(3,3-dibromocyclopropane-1,2-diyl)bis(methoxybenzene)
• Synonyms: 3,3'-(3,3-dibromocyclopropane-1,2-diyl)bis(methoxybenzene)
• CAS NO: 1454309-28-4
• Molecular Weight: 412.121
• Mol File: 1454309-28-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3,3'-(3,3-dibromocyclopropane-1,2-diyl)bis(methoxybenzene)(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3'-(3,3-dibromocyclopropane-1,2-diyl)bis(methoxybenzene)(1454309-28-4)
• EPA Substance Registry System: 3,3'-(3,3-dibromocyclopropane-1,2-diyl)bis(methoxybenzene)(1454309-28-4)

Safety Data

• Hazardous Substances Data: 1454309-28-4(Hazardous Substances Data)

Upstream product

• 75-25-2 Bromoform 
• 6325-63-9 (E)-3,3'-dimethoxystilbene 
• 591-31-1 3-methoxy-benzaldehyde 

Relevant articles and documents

Synthesis of 2-bromo-1-aryl-1H-indenes via a Ag(I) promoted domino 2π-electrocyclic ring-opening/4π-electrocyclization reaction of 1,2-diaryl substituted gem-dibromocyclopropanes

2-Bromo-1-aryl substituted indenes can be synthesized from 1,2-diaryl substituted gem-dibromocyclopropanes via a domino reaction sequence. The cascade reaction involves silver(I) promoted ionization and 2π-disrotatory electrocyclic ring-opening, followed by a 4π-conrotatory electrocyclic ring closing reaction of the allylic carbocation intermediate. Reaction conditions utilize silver tetrafluoroborate (AgBF4) in dichloroethane at 65 C. Selectivity effects for the electrocyclization were also studied. The 2-bromoindenes can be further functionalized using cross-coupling reactions, such as the Suzuki-Miyaura protocol. The alkene π-bond of the indenes can also be isomerized to give the thermodynamically more stable 2-bromo-3-aryl-1H-indene isomers using triethylamine in dichloromethane at room temperature.