852920-51-5

Basic information

• Product Name: β-pinene α-oxide
• Synonyms: β-pinene α-oxide
• CAS NO: 852920-51-5
• Molecular Weight: 152.236
• Mol File: 852920-51-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: β-pinene α-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: β-pinene α-oxide(852920-51-5)
• EPA Substance Registry System: β-pinene α-oxide(852920-51-5)

Safety Data

• Hazardous Substances Data: 852920-51-5(Hazardous Substances Data)

Upstream product

• 18172-67-3 beta-pinene 

Downstream Products

• 536-59-4 (-)-perillyl alcohol 
• 185453-93-4 6,6-dimethylbicyclo[3.1.1]heptane-2-carbaldehyde 
• 19894-97-4 (1R)-Myrtenol 
• 51152-12-6 (-)-cis-myrtanol 
• 53369-17-8 (1S,2S,5S)-(-)-myrtanol 
• 146658-95-9 (S)-(-)-perillyl pivalate 
• 146659-00-9 (R)-(+)-perillyl pivalate 
• 146658-99-3 (S)-(-)-4-pentyl-3-cyclohexene-1-carboxylic acid 
• 146659-04-3 (R)-(+)-4-pentyl-3-cyclohexene-1-carboxylic acid 
• 146658-98-2 (S)-(-)-1-pentyl-4-acetyl-1-cyclohexene 
• 146659-03-2 (R)-(+)-1-pentyl-4-acetyl-1-cyclohexene 
• 23635-15-6 (+)-(4R)-[2-propenyl]-1-cyclohexene-1-carboxylic acid 
• 146658-96-0 (S)-(-)-1-pentyl-4-(2-propenyl)-1-cyclohexene 
• 146659-01-0 (R)-(+)-1-pentyl-4-(2-propenyl)-1-cyclohexene 

Relevant articles and documents

Novel effect of palladium catalysts on chemoselective oxidation of β-pinene by hydrogen peroxide

Application of PdX2 catalysts (X=Cl-, -OAc, -OCOCF3, acac) for the oxidation of β-pinene by hydrogen peroxide in methanol is presented. The reactions performed in CH3OH were much faster and

Hydroxylation by Cytochrome P-450 and Metalloporphyrin Models. Evidence for Allylic Rearrangement

The allylic hydroxylation of 3,3,6,6-tetradeuteriocyclohexene, methylenecyclohexane, and β-pinene has been examined with phenobarbital-induced liver microsomal cytochrome P-450 (P-450LM2) and with iron porphyrin and chromium porphyrin model systems.Aerobic and peroxide dependent enzymic regimes were investigated with purified P-450LM2 and with microsomal suspensions.Epoxidation and allylic hydroxylation were primary reactions with all substrates.With 3,3,6,6-tetradeuteriocyclohexene, the major hydroxylation product (60-80percent) was the result of hydroxylation at the deuterated allylic site.In all cases, a significant amount (20-40percent) of hydroxylation occurred with allylic rearrangement.The iron porphyrin/iodosylbenzene model system also showed preferential hydroxylation of the deuterated allylic site (70percent) with significant allylic rearrangement (30percent).By contrast, the chromium porphyrin/iodosylbenzene model system showed complete scrambling of the allylic system.Extensive rearrangement accompanied the hydroxylation of methylenecyclohexane and β-pinene by both the enzymic and metalloporphyrin systems whereas the selenium dioxide oxidation of these substrates gave selective allylic hydroxylation without rearrangement.A mechanism is suggested for allylic hydroxylation by cytochrome P-450 and by the metalloporhyrin model systems involving initial hydrogen atom abstraction from the allylic site and geminate, cage recombination of the incipient, allylic free radical.