53269-78-6

Basic information

• Product Name: 4-Hexen-3-one, 2-hydroxy-2,5-dimethyl-
• CAS NO: 53269-78-6
• Molecular Formula: C8H14O2
• Molecular Weight: 142.198
• Mol File: 53269-78-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-Hexen-3-one, 2-hydroxy-2,5-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Hexen-3-one, 2-hydroxy-2,5-dimethyl-(53269-78-6)
• EPA Substance Registry System: 4-Hexen-3-one, 2-hydroxy-2,5-dimethyl-(53269-78-6)

Safety Data

• Hazardous Substances Data: 53269-78-6(Hazardous Substances Data)

Upstream product

• 142-30-3 2,5-dihydroxy-2,5-dimethyl-3-hexyne 
• 5455-94-7 2,2,5,5-tetramethyltetrahydro-3-oxofuran 

Downstream Products

• 594-61-6 2-methyllactic acid 
• 6546-31-2 α-oxo-β-hydroxyisovaleric acid 
• 67-64-1 acetone 
• 5455-94-7 2,2,5,5-tetramethyltetrahydro-3-oxofuran 
• 111258-60-7 2-ethoxy-2,5-dimethyl-4-hexen-3-one-2,4-dinitrophenylhydrazone 

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.