359875-13-1

Basic information

• Product Name: 1H-Cyclopentacycloocten-1-one, 3a,4,5,6,7,8,9,9a-octahydro-3a,9a-dihydroxy-3-methyl-, (3aR,9aR)-rel- (9CI)
• Synonyms: 1H-Cyclopentacycloocten-1-one, 3a,4,5,6,7,8,9,9a-octahydro-3a,9a-dihydroxy-3-methyl-, (3aR,9aR)-rel- (9CI)
• CAS NO: 359875-13-1
• Molecular Formula: C12H18O3
• Molecular Weight: 210.26952
• Product Categories: ALCOHOL
• Mol File: 359875-13-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Cyclopentacycloocten-1-one, 3a,4,5,6,7,8,9,9a-octahydro-3a,9a-dihydroxy-3-methyl-, (3aR,9aR)-rel- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Cyclopentacycloocten-1-one, 3a,4,5,6,7,8,9,9a-octahydro-3a,9a-dihydroxy-3-methyl-, (3aR,9aR)-rel- (9CI)(359875-13-1)
• EPA Substance Registry System: 1H-Cyclopentacycloocten-1-one, 3a,4,5,6,7,8,9,9a-octahydro-3a,9a-dihydroxy-3-methyl-, (3aR,9aR)-rel- (9CI)(359875-13-1)

Safety Data

• Hazardous Substances Data: 359875-13-1(Hazardous Substances Data)

Upstream product

• 153135-89-8 2-Methyl-5,6,7,8,9,10-hexahydro-cycloocta[b]pyran-4-one 

Relevant articles and documents

Solvent trapping of photochemically generated pyran-4-one-derived oxyallyls: A convenient cyclopentannulation method

Fused bicyclic pyran-4-ones 2a - F are readily available via one-step annulation with diketene or diketene equivalents. Irradiation of 2b - E in methanol furnished ring-contracted solvent adducts 4 in moderate yields, whereas irradiation in aqueous H2SO4 gave the corresponding glycols 8 and 9. The unusual predominance of cis-fused product 8b appears to result from in situ acid-catalyzed equilibration. Substrate 2f could also be trapped in aqueous acid, and displayed a modest stereoselectivity that may derive from conformational control by the methyl group on the starting material's stereogenic center.

Photochemical ring-contraction of fused bicyclic 4-pyrones: A novel 2-step cyclopentannulation approach

Fused bicyclic 4-pyrones were prepared by condensation of enamines derived from cyclic ketones with diketene or substituted 1,3-dioxin-4-ones. Photolysis in a hydroxylic medium led to bicyclo [n3.0]alkenones bearing oxygenation at both angular positions.