79768-25-5

Basic information

• Product Name: Bicyclo[7.2.0]undec-4-ene-4-methanol, 11,11-dimethyl-8-methylene-, (1R,4E,9S)-
• CAS NO: 79768-25-5
• Molecular Formula: C15H24O
• Molecular Weight: 220.355
• Mol File: 79768-25-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Bicyclo[7.2.0]undec-4-ene-4-methanol, 11,11-dimethyl-8-methylene-, (1R,4E,9S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Bicyclo[7.2.0]undec-4-ene-4-methanol, 11,11-dimethyl-8-methylene-, (1R,4E,9S)-(79768-25-5)
• EPA Substance Registry System: Bicyclo[7.2.0]undec-4-ene-4-methanol, 11,11-dimethyl-8-methylene-, (1R,4E,9S)-(79768-25-5)

Safety Data

• Hazardous Substances Data: 79768-25-5(Hazardous Substances Data)

Upstream product

• 87-44-5 β-caryophyllene 

Downstream Products

• 87-44-5 β-caryophyllene 

Relevant articles and documents

Transannular cyclization of epoxycaryophyllenes catalyzed by Ti III: An efficient synthesis of tricyclo[6.3.0.02,5] undecanes

The transannular cyclization of epoxycaryophyllenes 2-7 catalyzed by TiIII has been investigated. This cyclization led to alcohols 8-15, all of them possessing a tricyclo[6.3.0.02,5]undecane skeleton. All of these compounds present pleasant aromatic properties. The cyclization takes place with high yields (> 80 %) and via the αα or ββ conformation of the intermediate radical I. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

Stereochemistry of 14-hydroxy-β-caryophyllene and related compounds

The isomerization of β-caryophyllene (3), under treatment with SeO2, is described. Chemical correlations, between 3 and 14-hydroxy-β-caryophyllene (6) from Juniperus oxycedrus, are established. High resolution 1H NMR spectra and analysis by molecular mechanics of 3, 6 and 14-acetoxy-β-caryophyllene (7) indicate the existence of two conformational isomers, βα and ββ, in each compound. At 25°C, the βα conformer predominates in 3 and 7 but the ββ conformer predominates in 6. The higher percentage of 6ββ possibly derives from an intramolecular hydrogen bond. The treatment of 3, 6 and 7 with m-CPBA generates, in each case, two diastereomeric 4,5-epoxi-derivatives. The epoxides obtained from 6 have been isolated and analysed separately.

179. New Carbonyl Compounds in the High-Boiling Fraction of Lavender Oil

In addition to the sesquiterpenoid compounds reported in (1) the in-depth analysis of lavender oil also led to the identification of new constituents with caryophyllane (1-6), cedrane (7 and 8) and other skeletons (9-12).Spectroscopic properties as well as partial syntheses of these compounds are discussed.