73365-77-2

Basic information

• Product Name: (+/-)-epicubenol
• CAS NO: 73365-77-2
• Molecular Weight: 222.371
• Mol File: 73365-77-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (+/-)-epicubenol(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-epicubenol(73365-77-2)
• EPA Substance Registry System: (+/-)-epicubenol(73365-77-2)

Safety Data

• Hazardous Substances Data: 73365-77-2(Hazardous Substances Data)

Upstream product

• 38230-60-3 4-epi-cubebil 
• 60796-18-1 4-isopropyl-7-methyl-octa-5t,7-dienal 
• 28080-03-7 6-methyl-4-(1'-methylethyl)-3,4,4a,7,8,8a-hexahydro-1(2H)-naphthalenone 
• 157192-82-0 (-)-<2R-(2α,4aα,5α,8β,8aβ)>-octahydro-4a-hydroxy-2,5-dimethyl-8-(1-methylethenyl)-1(2H)-naphthalenone 
• 29484-27-3 (1aR,4R,7R,7bS)-1,1,4,7-tetramethyl-1a,2,3,4,5,6,7,7b-octahydro-1H-cyclopropa[e]azulene 
• 157192-86-4 (-)-<2R-(2α,4aα,5α,8β,8aβ)>-octahydro-4a-trimethylsilyloxy-2,5-dimethyl-8-(1-methylethyl)-1(2H)-naphthalenone 
• 157192-88-6 (+)-bicyclogermacrane-1,8-dione 
• 157192-85-3 (-)-<2R-(2α,4aα,5α,8β,8aβ)>-octahydro-4a-hydroxy-2,5-dimethyl-8-(1-methylethyl)-1(2H)-naphthalenone 
• 157192-87-5 (1R,2R,4aR,5R,8S,8aR)-8-Isopropyl-2,5-dimethyl-4a-trimethylsilanyloxy-decahydro-naphthalen-1-ol 

Relevant articles and documents

Epicubebol and Related Sesquiterpenoids from the Brown Alga Dictyopteris divaricata

Epicubebol has been isolated from the methanol extracts of the brown alga Dictyopteris divaricata as the major constituent.Cadinane-type sesquiterpenes, cubebenes, δ-cadinene, cubenol, and epicubenol, as well as two sesquiterpene methyl ethers as minor constituents have also been obtained from the extracts.

Thermal Rearrangement of Bicyclogermacrane-1,8-dione. Synthesis of Humulenedione and (-)-Cubenol, Starting from Natural (+)-Aromadendrene - V

Treatment of a distillation tail of Eucalyptus globulus, containing mainly (+)-aromadendrene (1) and (-)-alloaromadendrene (2), with K/Al2O3 gives a quantitative conversion of 1 and 2 into isoledene (4).Oxidative cleavage of the central double bond in 4 produces (+)-bicyclogermacrane-1,8-dione (5).Thermal rearrangement of 5 gives via a homo hydrogen shift at relatively low temperature the humulenedione 6, and at high temperature (FVP) the products 9 and 10 both with a cadinane skeleton.The naturally occurring humulenedione (7) and (-)-cubenol (17) can be synthesized starting from 6 and 9, respectively. - Key Words: sesquiterpene, flash vacuum pyrolysis, homo hydrogen shift, humulane, cadinane