118453-18-2

Basic information

• Product Name: methyl 2,2-dimethyl-5-methylenecyclohex-3-ene-1-carboxylate
• Synonyms: methyl 2,2-dimethyl-5-methylenecyclohex-3-ene-1-carboxylate
• CAS NO: 118453-18-2
• Molecular Weight: 180.247
• Mol File: 118453-18-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl 2,2-dimethyl-5-methylenecyclohex-3-ene-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2,2-dimethyl-5-methylenecyclohex-3-ene-1-carboxylate(118453-18-2)
• EPA Substance Registry System: methyl 2,2-dimethyl-5-methylenecyclohex-3-ene-1-carboxylate(118453-18-2)

Safety Data

• Hazardous Substances Data: 118453-18-2(Hazardous Substances Data)

Upstream product

• 63721-05-1 methyl 3,3-dimethyl-4-penteneoate 
• 118453-16-0 2-bromo-4-carbomethoxy-5,5-dimethylhepta-1,6-diene 

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.