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
• Article Data: 5

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

General Description

The chemical 1-((1R,3S,6S)-6-methyl-7-oxabicyclo[4.1.0]heptan-3-yl) ethanone, also known as Pulegone, is a naturally occurring organic compound found in several essential oils, including those of mint and pennyroyal. It has a characteristic minty odor and is often used in flavorings and fragrances. Pulegone has been used in traditional medicine for its potential medicinal properties, including as a natural insect repellent and for its potential anti-inflammatory and analgesic effects. However, it is important to note that high doses of pulegone have been associated with toxic effects on the liver and kidneys, and caution should be exercised when using products containing this compound.

Upstream product

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

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.

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

Biosynthesis of verrucarin and roridin derivatives. V. Synthesis of two pairs of diastereoisomers of (1,8 C14) α bisabolol and attempts to incorporate these in verrucarol

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