110486-03-8

Basic information

• Product Name: 1,5-Cyclohexadiene-1-carboxylic acid, 3-ethyl-2-hydroxy-4-methyl-, methyl ester, cis-
• CAS NO: 110486-03-8
• Molecular Formula: C11H16O3
• Molecular Weight: 196.246
• Mol File: 110486-03-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1,5-Cyclohexadiene-1-carboxylic acid, 3-ethyl-2-hydroxy-4-methyl-, methyl ester, cis-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-Cyclohexadiene-1-carboxylic acid, 3-ethyl-2-hydroxy-4-methyl-, methyl ester, cis-(110486-03-8)
• EPA Substance Registry System: 1,5-Cyclohexadiene-1-carboxylic acid, 3-ethyl-2-hydroxy-4-methyl-, methyl ester, cis-(110486-03-8)

Safety Data

• Hazardous Substances Data: 110486-03-8(Hazardous Substances Data)

Upstream product

• 689-89-4 (2E,4E)-methylhexa-2,4-dienoate 
• 109153-29-9 (E)-1-Ethyl-3-methyl-2-propylidenimidazolidin 
• 109182-05-0 (Z)-1-Methyl-3-phenyl-2-propylidenimidazolidin 
• 109153-22-2 1,3-dimethyl-2-propylideneimidazolidine 

Relevant articles and documents

2-Alkylidenimidazolidines - Ketene Equivalents in the Inverse Diels-Alder Reaction

2-Alkylideneimidazolidines 1 and 2,4-dienoates 2 form cycloadducts at or below room temperature, which are mildly hydrolysed by dilute acid to form derivatives of 2-cyclohexenone and 1,3-cyclohexadienol.The structures of the cis/trans-disubstituted cyclohexenones 14 and 15 were determined by means of 13C-NMR spectroscopy.The cis/trans ratio can be influenced through the choice of the 2-alkylideneimidazolidines 1.Especially N-phenylsubstituted derivatives form trans products 15 stereoselectively but not stereospecifically.The reason for this selectivity is discussed with regard to the multi-step mechanism of the cycloaddition.Depending on the structure of the starting materials 1 and 2, michael additions and acid-base reactions are observed besides cycloadditions.