111258-54-9

Basic information

• Product Name: tetrahydro-2,3,5,5-tetramethyl-2,3-furandiol
• Synonyms: tetrahydro-2,3,5,5-tetramethyl-2,3-furandiol
• CAS NO: 111258-54-9
• Molecular Weight: 160.213
• Mol File: 111258-54-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: tetrahydro-2,3,5,5-tetramethyl-2,3-furandiol(CAS DataBase Reference)
• NIST Chemistry Reference: tetrahydro-2,3,5,5-tetramethyl-2,3-furandiol(111258-54-9)
• EPA Substance Registry System: tetrahydro-2,3,5,5-tetramethyl-2,3-furandiol(111258-54-9)

Safety Data

• Hazardous Substances Data: 111258-54-9(Hazardous Substances Data)

Upstream product

• 5455-94-7 2,2,5,5-tetramethyltetrahydro-3-oxofuran 
• 1195-55-7 2,4-dihydroxy-2,4-dimethylpentanoic acid γ-lactone 
• 917-64-6 methyl magnesium iodide 

Downstream Products

• 24156-95-4 3,5,5-trimethylcyclopenten-2-one 
• 95122-53-5 diacetone alcohol, 2,4-dinitrophenylhydrazone 
• 5455-94-7 2,2,5,5-tetramethyltetrahydro-3-oxofuran 
• 123-42-2 4-Hydroxy-4-methyl-2-pentanone 

Relevant articles and documents

Keto ethers. IV. Products formed on reaction of dihydro-2,2,5,5-tetramethyl-3(2H)-furanone with strong acids

Reaction of tetrahydro-2,2,5,5-tetramethyl-3(2H)-furanone (1) with 96 or ca. 100percent sulfuric acid or hot polyphosphoric acid followed by aqueous quenching gave the following products: 2-hydroxy-2,5-dimethyl-4-hexen-3-one (3), 2,4,4-trimethyl-2-cyclopenten-1-one (7), 3,5,5-trimethyl-2-cyclopenten-1-one (8), tetrahydro-2,3,5,5-tetramethylfuran-2,3-diol (11), 2,5-dihydro-3,5,5-trimethyl-2-methylenefuran (17) and its dimer 20, 2,5-dihydro-2,3,5,5-tetramethyl-2-furanol (18), 4-hydroxy-2,4-dimethyl-2-pentenoic acid γ-lactone (22), 2,3,5-trimethyl-2-cyclopenten-1-one (23), and tetramethylfuran (25).In 96percent sulfuric acid the products arise by ring opening, ring opening followed by reclosure to carbocyclic products, methyl migration from C-2 to C-3 to give rearranged furan derivatives, and oxidation.In ca. 100percent sulfuric acid or hot polyphosphoric acid further methyl migrations can occur to give 23 and 25.