74282-07-8

Usage

Bicyclic structure

This chemical compound has a bicyclic structure, which means it consists of two rings of atoms connected to each other.

Contains oxygen and carbon atoms

The compound is made up of oxygen and carbon atoms, which are the building blocks of organic molecules.

Colorless liquid

The compound is a colorless liquid, which means it does not have any color and is in a liquid state at room temperature.

Strong odor

The compound has a strong odor, which is often used as a fragrance ingredient in perfumes and other cosmetic products.

Used in synthesis of pharmaceuticals and organic compounds

The compound is used as a building block in the synthesis of other chemical compounds, including pharmaceuticals and organic compounds.

Aromatic properties

The compound has aromatic properties, which means it has a distinctive smell and is used in fragrances.

Insecticidal and antimicrobial activities

The compound has been studied for its potential insecticidal and antimicrobial activities, which means it may be able to kill insects and inhibit the growth of microorganisms.

Relatively stable

The compound is considered to be relatively stable, which means it does not easily react or break down under normal conditions.

Low toxicity

The compound has low toxicity, which means it is not harmful to humans or animals in small amounts, making it a versatile and valuable chemical in various industries.

Upstream product

• 6753-98-6 α-caryophyllene 
• 531492-87-2 (9E)-humulene-2,3;6,7-diepoxide 

Relevant academic research and scientific papers

Where is the Oxygen? Structural Analysis of α-Humulene Oxidation Products by the Crystalline Sponge Method

Crystal structures of α-humulene, a cyclic sesquiterpene, and its oxidized subproducts, were analyzed by the crystalline sponge method. Regio- and stereochemistry, including absolute configuration when a chiral oxidant was applied, and the stable conformations of all the scaffold-related compounds were successfully determined for samples on a 5-50 μg scale.

Monoepoxidation of humulene 2,3-epoxide to humulene 2,3;6,7-diepoxides. Observation of the rotation of the double bond plane by 1H NMR spectral analysis and conformation

The reaction of (6E,9E)-humulene 2,3-epoxide (7) with m-CPBA produced two known humulene 2,3;6,7-diepoxides (8 and 9), and careful analysis of the 1H NMR of 7 at various temperatures suggested an equilibrium of four possible conformations, CT,

Transformations of α-Humulene and Some Its Monoepoxy Derivatives over Solid Acid Catalysts. Epoxidation of α-Humulene

2,3- and 6,7-Epoxy derivatives of α-humulene in liquid superacids at low temperatures and over solid catalysts at room temperature undergo isomerizations whose direction is determined by conformational factors.

Diethyl ether-boron trifluoride (1/1) induced transannular cyclization reaction of humulene 2,3-epoxide

The treatment of (6E, 9E)-2,3-epoxy-3,7,11,11-tetramethylcycloundeca-6,9-diene with Et2O·BF3 produced four novel transannular cyclized compounds of (4E)-(1S*, 8S*, 9S*)-8-acetoxy-6,6,9-trimethyl-2-methylenebicyclo[7.2.0]undec-4-ene (13), (2Z, 4E)-(1S*, 8S*, 9S*)-8-acetoxy-2,6,6,9-tetramethylbicyclo[7.2.0]undeca-2,4-diene (14), (6E)-(1R*, 2R*, 3S*, 10R*)-3-acetoxy-2,5,5-trimethyl-9-methylenebicyclo[8.1.0]undec-6-ene (15), and (4E)-(1S*, 2S*, 8S*, 9S*)-2,8-diacetoxy-2,6,6,9-tetramethylbicyclo[7.2.0]undec-4-ene (16) together with three new acetates: (2E, 5E, 8E)-1-acetoxy-2, 6,10,10-tetramethylcycloundeca-2,5,8-triene, (1E, 6E)-3,9-diacetoxy-2,5,5,9-tetramethylcycloundeca-1,6-diene, and (4E, 7E)-1-acetoxy-3,3,7-trimethyl-11-methylenecycloundeca-4,7-diene. The configurations of the bicyclo[7.2.0]undecane skeletons (13, 14, and 16) and 15 maintained the shape of TC and CT conformers of the original epoxide, respectively.

Rearrangement of humulene-8,9-epoxide

Rearrangement of humulene-8,9-epoxide with tin(IV) chloride leads to the formation of a bicyclic alcohol, the structure of which is related to a rearrangement product of humulene itself.