95485-47-5

Basic information

• Product Name: Bicyclo[3.1.1]heptane, 6,6-dimethyl-2-(phenylmethylene)-
• CAS NO: 95485-47-5
• Molecular Formula: C16H20
• Molecular Weight: 212.335
• Mol File: 95485-47-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Bicyclo[3.1.1]heptane, 6,6-dimethyl-2-(phenylmethylene)-(CAS DataBase Reference)
• NIST Chemistry Reference: Bicyclo[3.1.1]heptane, 6,6-dimethyl-2-(phenylmethylene)-(95485-47-5)
• EPA Substance Registry System: Bicyclo[3.1.1]heptane, 6,6-dimethyl-2-(phenylmethylene)-(95485-47-5)

Safety Data

• Hazardous Substances Data: 95485-47-5(Hazardous Substances Data)

Upstream product

• 108-86-1 bromobenzene 
• 127-91-3 (1R,5R)-(+)-β-pinene 

Relevant articles and documents

THE REGIOSELECTIVITY OF RHODIUM AND PALLADIUM-CATALYSED CYCLISATIONS OF 2-BROMO-1,6- AND 1,7-DIENES

2-bromo-1,6-dienes are catalytically cyclised to a mixture of the corresponding 3,4-bis(methylene)cyclopentane and 5-methylenecyclohex-3-ene.Wilkinson's catalyst shows good selectivity for the 5-membered ring product whilst palladium catalysts, in general, show little selectivity.Addition of tetraethylammonium salts, especially the chloride, allow the palladium catalysed reactions to be carried out at 30 deg C in good yield and with high selectivity for the 5-membered ring. 2-Bromo-1,7-dienes are cyclised regiospecifically to 6-membered rings by the same catalysts although some double bond isomerisation also occurs.The mechanism of the catalytic cyclisations is discussed.The 3,4-bis(methylene) cyclopentanes undergo facile Diels-Alder reactions.