111613-38-8

Basic information

• Product Name: 1-((1R,3S,6S)-6-methyl-7-oxabicyclo[4.1.0]heptan-3-yl) ethanone
• Synonyms: 1-((1R,3S,6S)-6-methyl-7-oxabicyclo[4.1.0]heptan-3-yl) ethanone;1-[(1R,3S,6S)-6-methyl-7-oxabicyclo[4.1.0]hept-3-yl]Ethanone
• CAS NO: 111613-38-8
• Molecular Formula: C₉H₁₄O₂
• Molecular Weight: 154.20626
• Mol File: 111613-38-8.mol

Chemical Properties

• Boiling Point: 220.1±23.0 °C(Predicted)
• Appearance: /
• Density: 1.084±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-((1R,3S,6S)-6-methyl-7-oxabicyclo[4.1.0]heptan-3-yl) ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-((1R,3S,6S)-6-methyl-7-oxabicyclo[4.1.0]heptan-3-yl) ethanone(111613-38-8)
• EPA Substance Registry System: 1-((1R,3S,6S)-6-methyl-7-oxabicyclo[4.1.0]heptan-3-yl) ethanone(111613-38-8)

Safety Data

• Hazardous Substances Data: 111613-38-8(Hazardous Substances Data)

Usage

Uses

Used in Flavoring and Fragrance Industry:
1-((1R,3S,6S)-6-methyl-7-oxabicyclo[4.1.0]heptan-3-yl)ethanone is used as a flavoring agent for its characteristic minty taste and aroma, adding a refreshing quality to food products and beverages.
Used in Traditional Medicine:
In the field of traditional medicine, 1-((1R,3S,6S)-6-methyl-7-oxabicyclo[4.1.0]heptan-3-yl)ethanone is used as a natural insect repellent, leveraging its strong scent to deter insects and pests.
Used in Pharmaceutical Industry:
1-((1R,3S,6S)-6-methyl-7-oxabicyclo[4.1.0]heptan-3-yl)ethanone is used as a potential anti-inflammatory and analgesic agent, due to its traditional use in medicine for these purposes, although further research is needed to confirm its efficacy and safety in this context.

Upstream product

• 5989-54-8 (-)-(S)-limonene 
• 124-40-3 dimethyl amine 
• 32543-51-4 cis-(S)-(-)-limoneneoxide 
• 203719-53-3 (-)-limonene oxide 
• 174757-62-1 1-((1R,3S,4S)-4-Hydroxy-4-methyl-3-phenylselanyl-cyclohexyl)-ethanone 

Relevant articles and documents

Highly stereoselective syntheses of the sex pheromone components of the southern green stink bug Nezara viridula (L.) and the green stink bug Acrosternum hilare (say)

Diastereoisomeric (Z)-(1R,2S,4S)- and (Z)-(1S,2R,4S)-epoxybisabolenes (1 and 2), sex pheromone components of the stink bugs Nezara viridula and Acrosternum hilare were synthesized stereoselectively in three steps from commercially available (-)-limonene oxide 3. Two other stereoisomers, (E)- (1R,2S,4S)- and (E)-(1S,2R,4S)-epoxybisabolenes (7 and 9) were obtained in two steps from the same starting material. The other four stereoisomers are also accessible by simply substituting (+)-limonene oxide for 3, providing short, stereoselective routes to all eight possible stereoisomers.

A New Preparation of (1S,2R,4S)-(-)-4-Acetyl-1,2-Epoxy-1-Methylcyclohexane, a Unike Synthon for the Synthesis of the Sex Pheromone of the Southern Green Stinkbug, Nezara viridula (L.)

A new preparation of (1S,2R,4S)-(-)-4-acetyl-1,2-epoxy-1-methylcyclohexane, a unique synthon for the synthesis of the sex pheromone of the southern green stinkbug, Nezara viridula (L.), is described.The stereoselectve formation of the epoxide ring has been accomplished by intramolecular substitution of a selenone group.

Stereocontrolled Synthesis of the Sex Pheromone of Nezara viridula (L.)

The main component of the green stink bug Nezara viridula (L.) sex pheromone, the (Z)-(1S,2R,4S)-(-)-epoxybisabolene (1), has been synthesized by a convergent stereocontrolled sequence, using (S)-(-)-perillyl alcohol (2) as starting material. - Key Words: Pheromones / Green stink bug / Nezara viridula (L.) / Bisabolene, (Z)-(-)-epoxy / Epoxides

Identification and Synthesis of (Z)-(1'S,3'R,4'S)(-)-2-(3',4'-Epoxy-4'-methylcyclohexyl)-6-methylhepta-2,5-diene, the Sex Pheromone of the Southern Green Stinkbug, Nezara viridula (L.)

The sex pheromone of the male green stinkbug, Nezera viridula (L.) has been shown to be a novel epoxybisabolene (Z)-(1'S,3'R,4'S)(-)-2-(3',4'-epoxy-4'-methylcyclohexyl)6-methylhepta-2,5-diene, whose structure has been confirmed by spectroscopic studies and synthesis of the eight possible stereoisomers.