71616-16-5

Basic information

• Product Name: 5,5,6,6-tetramethylcyclohexenone
• Synonyms: 5,5,6,6-tetramethylcyclohexenone
• CAS NO: 71616-16-5
• Molecular Weight: 152.236
• Mol File: 71616-16-5.mol

Chemical Properties

• CAS DataBase Reference: 5,5,6,6-tetramethylcyclohexenone(CAS DataBase Reference)
• NIST Chemistry Reference: 5,5,6,6-tetramethylcyclohexenone(71616-16-5)
• EPA Substance Registry System: 5,5,6,6-tetramethylcyclohexenone(71616-16-5)

Safety Data

• Hazardous Substances Data: 71616-16-5(Hazardous Substances Data)

Upstream product

• 563-79-1 2,3-Dimethyl-2-butene 
• 137277-91-9 (1R,6R)-1,3,3,7,7,8,8-Heptamethyl-2,4-dioxa-bicyclo[4.2.0]octan-5-one 
• 137277-95-3 3,3,4,4-Tetramethyl-5-oxo-hexanal 

Relevant articles and documents

Conversion of 5-oxoalkanals to δ-lactones by an intramolecular Tishchenko reaction

Diisobutylaluminum hydride reduction of photoadducts 3 (7,8-tri- and tetrasubstituted l,3,3-trimethyl-2,4-dioxabicyclo-[4.2.0]octan-5-ones), derived from 2,2,6-trimethyl-4/f-l,3-dioxin-4-one (1), gave 6-lactones 7 in good to excellent yields if the workup involved a methanol quench followed by removal of the solvent. We propose that the reaction proceeds by an intramolecular Tishchenko reaction of the intermediate 5-oxoalkanal 5 and is catalyzed by the Lewis acid diisobutylaluminum methoxide, 8. A deuterium labelling experiment supports the mechanistic proposal and the conversion of 5-oxoalkanals other than S illustrates the scope of the procedure. To our knowledge, this is the first report of a true intramolecular Tishchenko reaction.