32893-50-8

Basic information

• Product Name: 4,4,6,6-tetramethylcyclohexane-1,2,3-trione hydrate
• Synonyms: 4,4,6,6-tetramethylcyclohexane-1,2,3-trione hydrate
• CAS NO: 32893-50-8
• Molecular Weight: 200.235
• Mol File: 32893-50-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4,4,6,6-tetramethylcyclohexane-1,2,3-trione hydrate(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4,6,6-tetramethylcyclohexane-1,2,3-trione hydrate(32893-50-8)
• EPA Substance Registry System: 4,4,6,6-tetramethylcyclohexane-1,2,3-trione hydrate(32893-50-8)

Safety Data

• Hazardous Substances Data: 32893-50-8(Hazardous Substances Data)

Upstream product

• 26167-29-3 2,3-dihydroxy-4,4,6,6-tetramethylcyclohex-2-enone 
• 2065-76-1 2,6-dibromo-3,3,5,5-tetramethylcyclohexanone 
• 33077-55-3 3-bromo-2-hydroxy-4,4,6,6-tetramethylcyclohex-2-enone 
• 64637-01-0 2-hydroxy-4,4,6,6-tetramethylcyclohex-2-enone 
• 78-59-1 3,5,5-Trimethylcyclohex-2-en-1-one 
• 14376-79-5 3,3,5,5-tetramethylcyclohexanone 

Downstream Products

• 57744-39-5 4,4,6,6-tetramethylcyclohexane-1,2,3-trione 
• 20633-06-1 3,3,5,5-tetramethylcyclopentane-1,2-dione 

Relevant articles and documents

Ene Reactions of Indane-1,2,3-trione (a Super-enophile) and Related Vicinal Tricarbonyl Systems

Indane-1,2,3-trione 1 is conveniently prepared in quantitative yield by the azeotropic drying of ninhydrin 2 using chlorobenzene as solvent.The central C=O group of the trione is extremely electrophilic and ene addition occurs at this site with a wide range of alkenes and with terminal alkynes in aprotic solvents at moderate temperatures (70-130 deg C).The reactivity of trione 1 is somewhat attenuated by the solvent, and the ene additions are consistently faster in chloroform than in tetrahydrofuran.Stereoselectivity, when relevant, appears largely to be dictated bysteric factors.Regiochemical control can be exercised if the ene contains two reaction sites.Isoprene and 2,4-dimethylpenta-1,3-diene, however, react by Diels-Alder rather than by ene addition; the adducts are the expected regioisomers 18 and 20, respectively.Attempts to catalyse the ene reactions with Lewis acids were unsuccessful.The analogous ene reactions of 4,4,5,5-tetramethyl-cyclopentane-1,2,3-trione 44, 4,4,6,6-tetramethylcyclohexane-1,2,3-trione 45, and 2,2-dimethyl-1,3-dioxane-4,5,6-trione ('oxo-Meldrum's acid') 46 were also briefly investigated.