529-01-1

Basic information

• Product Name: isopiperitenone
• Synonyms: isopiperitenone;1-Methyl-4-isopropenylcyclohexen-3-one;2-Isopropenyl-5-methyl-5-cyclohexene-1-one;3-Methyl-6-(1-methylethenyl)-2-cyclohexen-1-one;3-Methyl-6-isopropenyl-2-cyclohexene-1-one;p-Mentha-1,8-diene-3-one;(S)-3-Methyl-6-isopropenyl-2-cyclohexen-1-one
• CAS NO: 529-01-1
• Molecular Formula: C₁₀H₁₄O
• Molecular Weight: 150.22
• Mol File: 529-01-1.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 228.9°Cat760mmHg
• Flash Point: 91.1°C
• Appearance: /
• Density: 0.94g/cm³
• Vapor Pressure: 0.0715mmHg at 25°C
• Refractive Index: 1.481
• CAS DataBase Reference: isopiperitenone(CAS DataBase Reference)
• NIST Chemistry Reference: isopiperitenone(529-01-1)
• EPA Substance Registry System: isopiperitenone(529-01-1)

Safety Data

• Hazardous Substances Data: 529-01-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h6,9H,1,4-5H2,2-3H3/t9-/m0/s1

Upstream product

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• 101221-23-2 1,3,3-trimethyl-2-oxabicyclo<2.2.2>octan-5-one 
• 107514-23-8 7,7-dimethyl-2-methylenebicyclo<3.1.1>heptan-6-one 
• 138-86-3 limonene. 
• 1193-18-6 3-methylcyclohexen-2-one 
• 106-24-1 Geraniol 
• 91228-18-1 (E)-1-<β-(phenylseleno)ethoxy>-3-methyl-1,3-butadiene 
• 93176-47-7 1-[4-Methyl-2-(2-phenylselanyl-ethoxy)-cyclohex-3-enyl]-ethanone 
• 93176-48-8 [2-(6-Isopropenyl-3-methyl-cyclohex-2-enyloxy)-ethylselanyl]-benzene 
• 4698-08-2 (E)-geranic acid 

Downstream Products

• 51911-80-9 4-isopropyl-1-methyl-3-methylenecyclohexene 
• 491-09-8 3-terpinolenone 
• 832721-63-8 2-isopropenyl-5,5-dimethyl-cyclohexanone 

Relevant articles and documents

PROCESS AND COMPOUNDS FOR PREPARATION OF CANNABINOIDS

The invention involves condensation of various derivatives of cyclic alkene alcohols of Formula (II) or Formula (III) where, R1 is alkyl, aryl, alkyl aryl or heterocyclic carbamoyl. R2 is either R1 as mentioned earlier or an acyl group, -C(=O)-R3 where, R3 is selected from a group comprising (subst)C1-C12 alkyl, (subst)aryl, alkyl aryl with olivetol to get (-)-trans-?9-tetrahydrocannabinol (also known as Dronabinol, Formula (I)). The process disclosed provides high purity of dronabinol at crude stage making it easy for purification.

Allylic oxidations catalyzed by dirhodium caprolactamate via aqueous tert-butyl hydroperoxide: The role of the tert-butylperoxy radical

Dirhodium(II) caprolactamate exhibits optimal efficiency for the production of the tert-butylperoxy radical, which is a selective reagent for hydrogen atom abstraction. These oxidation reactions occur with aqueous tert-butyl hydroperoxide (TBHP) without rapid hydrolysis of the caprolactamate ligands on dirhodium. Allylic oxidations of enones yield the corresponding enedione in moderate to high yields, and applications include allylic oxidations of steroidal enones. Although methylene oxidation to a ketone is more effective, methyl oxidation to a carboxylic acid can also be achieved. The superior efficiency of dirhodium(II) caprolactamate as a catalyst for allylic oxidations by TBHP (mol % of catalyst, % conversion) is described in comparative studies with other metal catalysts that are also reported to be effective for allylic oxidations. That different catalysts produce essentially the same mixture of products with the same relative yields suggests that the catalyst is not involved in product-forming steps. Mechanistic implications arising from studies of allylic oxidation with enones provide new insights into factors that control product formation. A previously undisclosed disproportionation pathway, catalyzed by the tert-butoxy radical, of mixed peroxides for the formation of ketone products via allylic oxidation has been uncovered.

Compounds, Compositions and methods for insect control

Rapidly acting compositions having vapor phase insecticidal activity comprise natural products or natural product-based materials. Further, these materials are non-petroleum based, are typically 100% biodegradable, and typically do not persist in the environment, unlike traditional pesticides. The compositions kill susceptible insects on contact in seconds, even the notoriously hardy peripleneta species. The compositions also kill insects behind cracks and crevices and when sprayed onto absorbent surfaces such as wood and plasterboard, where traditional contact insecticides work poorly or not at all. New methods of testing insecticides can be used to quantify these effects.