94922-11-9

Basic information

• Product Name: 1,1-Cyclopentanedicarboxylic acid, 3,4-bis(methylene)-, diethyl ester
• Synonyms: 1,1-Cyclopentanedicarboxylic acid,3,4-bis(methylene)-,diethyl ester;diethyl 3,4-dimethylenecyclopentane-1,1-dicarboxylate;diethyl 3,4-dimethylene-1,1-cyclopentanedicarboxylate;diethyl 3,4-bis(methylidine)cyclopentane-1,1-dicarboxylate;diethyl-3,4-bis(methylene)cyclopentane-1,1-dicarboxylate;3,4-dimethylene-cyclopentane-1,1-dicarboxylic acid diethyl ester
• CAS NO: 94922-11-9
• Molecular Formula: C13H18O4
• Molecular Weight: 238.28000
• Mol File: 94922-11-9.mol

Chemical Properties

• CAS DataBase Reference: 1,1-Cyclopentanedicarboxylic acid, 3,4-bis(methylene)-, diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-Cyclopentanedicarboxylic acid, 3,4-bis(methylene)-, diethyl ester(94922-11-9)
• EPA Substance Registry System: 1,1-Cyclopentanedicarboxylic acid, 3,4-bis(methylene)-, diethyl ester(94922-11-9)

Safety Data

• Hazardous Substances Data: 94922-11-9(Hazardous Substances Data)

Upstream product

• 118453-14-8 diethyl 2-(2-bromo-2-propenyl)-2-(2-propenyl)propanedioate 
• 98-80-6 phenylboronic acid 

Downstream Products

• 1379606-25-3 diethyl 3,4-bis((4-methyl-N-tosylphenylsulfonamido)methyl)cyclopent-3-ene-1,1-dicarboxylate 
• 1370000-02-4 diethyl 4-(acetoxymethyl)-3-(4-methoxybenzyl)cyclopent-3-ene-1,1-dicarboxylate 
• 1370000-04-6 diethyl 4-(acetoxymethyl)-3-(3,4-dimethylbenzyl)cyclopent-3-ene-1,1-dicarboxylate 
• 1370000-03-5 diethyl 3-(acetoxymethyl)-4-benzylcyclopent-3-ene-1,1-dicarboxylate 

Relevant articles and documents

Palladium-catalyzed cycloalkylations of 2-bromo-l,n-dienes with organoboronic acids

Cascade palladium-catalyzed cycloalkylations of 2-bromo-1,n-dienes were accomplished in good to excellent yields, where the alkylpalladium intermediates, formed via an intramolecular Heck reaction of 2-bromo-1,n-dienes (n = 6 or 7), were successfully cros

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.

Rhodium- and Palladium-catalysed Formation of Conjugated Mono- and Bis-exocyclic Dienes. 5-Exo-Trig versus 6-Endo-Trig Cyclisations

2-Bromo-1,6-dienes are catalytically cyclised to give conjugated 5-membered bis-exocyclic dienes and 6-membered mono-exocyclic dienes by rhodium and palladium catalysts, the specificity for a 5- or 6-membered ring being a function of substrate, catalyst,