29606-79-9

Basic information

• Product Name: trans-5-methyl-2-(1-methylvinyl)cyclohexan-1-one
• Synonyms: trans-5-methyl-2-(1-methylvinyl)cyclohexan-1-one;Cyclohexanone, 5-methyl-2-(1-methylethenyl)-, (2R,5S)-rel-;trans-Isopulegone;p-menth-8-en-3-one
• CAS NO: 29606-79-9
• Molecular Formula: C₁₀H₁₆O
• Molecular Weight: 152.23344
• EINECS: 249-725-6
• Mol File: 29606-79-9.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 234.73°C (rough estimate)
• Flash Point: 79.5°C
• Appearance: /
• Density: 0.9198
• Vapor Pressure: 0.14mmHg at 25°C
• Refractive Index: 1.4675 (estimate)
• CAS DataBase Reference: trans-5-methyl-2-(1-methylvinyl)cyclohexan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: trans-5-methyl-2-(1-methylvinyl)cyclohexan-1-one(29606-79-9)
• EPA Substance Registry System: trans-5-methyl-2-(1-methylvinyl)cyclohexan-1-one(29606-79-9)

Safety Data

• Hazardous Substances Data: 29606-79-9(Hazardous Substances Data)

Usage

Description

Synthesis: The structure of isopulegone was defined by Tiemann and Schmidt as well as by Hugh, Kon, and Linstead; usually prepared from isopulegol.

Occurrence

Natural isopulegone is dextrorotatory; reported found in the essential oils from leaves of Bystropogon mollis, peppermint, pennyroyal and other mentha oils.

Preparation

The structure of isopulegone was defined by Tiemann and Schmidt as well as by Hugh, Kon and Linstead; usually prepared from isopulegol

InChI:InChI=1/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h8-9H,1,4-6H2,2-3H3/t8-,9+/m1/s1

Upstream product

• 86613-13-0 8-bromo-p-menthan-3-one 
• 89-79-2 Isopulegol 
• 7786-67-6 isopulegol 
• 20549-46-6 (+)-neoisopulegol 
• 78782-00-0 Lithium 5-Methyl-cyclohexanone Enolate 
• 591-24-2 3-Methylcyclohexanone 
• 89-82-7 pulegone 
• 106-23-0 3,7-dimethyl-oct-6-enal 
• 5949-05-3 (S)-Citronellal 
• 7540-51-4 (S)-3,7-dimethyl-6-octen-1-ol 
• 89-79-2 (S)-2-Isopropenyl-5-methyl-cyclohexanol 
• 75197-50-1 C₅H₅Fe(CO)2(CHCH₃CHOC₂H₅)⁽¹⁺⁾*BF₄^(1-) 
• 89-79-2 isopulegol 
• 89-79-2 isopulegol 

Downstream Products

• 144541-38-8 <1R-(1α,2α,5α)>-5-Methyl-2-(1-methylethenyl)cyclohexanol 
• 4581-56-0 (+)-isoisopulegone semicarbazone 
• 65448-05-7 6-isopropenyl-9-methyl-1,4-dithia-spiro[4.5]decane 
• 65447-97-4 2-(1,1-dimethyl-4-mercapto-2-thiabutyl)-5-methyl-1-cyclohexanone 
• 3391-90-0 (S)-(-)-pulegone 
• 89-82-7 pulegone 
• 13834-14-5 (+/-)-(1RS,3SR,4SR)-p-menth-8⁽¹⁰⁾-ene-ane-3,9-diol 
• 7786-67-6 isopulegol 
• 89-82-7 pulegone 
• 10458-14-7 (2R,5S)-menthone 
• 1196-31-2 (1R,4R)-(+)-isomenthone 
• 42413-80-9 1,5-dimethyl-2-(prop-1-en-2-yl)cyclohexan-1-ol 
• 89-49-6 epiisopulegol acetate 
• 38049-01-3 2-((1R,2R,4S)-2-Hydroxy-4-methyl-cyclohexyl)-propenal 

Relevant articles and documents

DOUBLE BOND MIGRATION OVER SOLID KOH SUSPENDED IN APROTIC SOLVENTS

KOH suspended in DME is a good reagent to effect olefin double bond migration, especially deconjugation of α-enones.

Copper Nanoparticles Immobilized on Nanocellulose: A Novel and Efficient Heterogeneous Catalyst for Controlled and Selective Oxidation of Sulfides and Alcohols

In this work, we have described the versatility of low metal loading copper nanoparticles immobilized on nanocellulose for the controlled and selective oxidation of sulfides to sulfoxides and primary alcohols to aldehydes using green oxidant at room temperature. Aromatic, aliphatic and heterocyclic sulfides were oxidized to their corresponding sulfoxides with high yields without formation of over oxidized sulfones. Similarly, benzylic, allylic and aliphatic alcohols were selectively oxidized to aldehydes without traces of carboxylic acids in good to excellent yields.

METHOD FOR PREPARING MENTHONE FROM ISOPULEGOL

The present invention relates to a method for preparing menthone, starting from isopulegol, using specific homogeneous catalysts.