586-68-5

Basic information

• Product Name: 5-methyl-2-(1-methylethyl)cyclohexa-1,3-diene
• Synonyms: 1,3-cyclohexadiene, 5-methyl-2-(1-methylethyl)-; 2-Isopropyl-5-methylcyclohexa-1,3-diene; dihydro-p-cymene
• CAS NO: 586-68-5
• Molecular Formula: C₁₀H₁₆
• Molecular Weight: 136.234
• Mol File: 586-68-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 172.1°C at 760 mmHg
• Flash Point: 43.7°C
• Density: 0.835g/cm³
• Vapor Pressure: 1.81mmHg at 25°C
• Refractive Index: 1.469
• CAS DataBase Reference: 5-methyl-2-(1-methylethyl)cyclohexa-1,3-diene(CAS DataBase Reference)
• NIST Chemistry Reference: 5-methyl-2-(1-methylethyl)cyclohexa-1,3-diene(586-68-5)
• EPA Substance Registry System: 5-methyl-2-(1-methylethyl)cyclohexa-1,3-diene(586-68-5)

Safety Data

• Hazardous Substances Data: 586-68-5(Hazardous Substances Data)

Upstream product

• 177698-19-0 Beta-pinene 
• 80-56-8 Pinene 
• 586-62-9 Terpinolene 
• 99-86-5 1-methyl-4-isopropyl-1,3-cyclohexadiene 
• 89-78-1 menthol 
• 138-86-3 limonene. 
• 75658-59-2 C₁₆H₂₂N₂O₂S 
• 555-10-2 beta-phellandrene 
• 586-63-0 isoterpinolene 
• 99-85-4 crithmene 

Downstream Products

• 75600-79-2 (1S,7R,10R)-8-Isopropyl-10-methyl-4-((S)-1-phenyl-ethyl)-2,4,6-triaza-tricyclo[5.2.2.0^2,6]undec-8-ene-3,5-dione 
• 75600-79-2 (1R,7S,10S)-8-Isopropyl-10-methyl-4-((S)-1-phenyl-ethyl)-2,4,6-triaza-tricyclo[5.2.2.0^2,6]undec-8-ene-3,5-dione 
• 99-86-5 1-methyl-4-isopropyl-1,3-cyclohexadiene 
• 110-15-6 succinic acid 
• 99-87-6 4-methylisopropylbenzene 

Relevant articles and documents

Transition metal triflate catalyzed conversion of alcohols, ethers and esters to olefins

Herein, we report an efficient transition metal triflate catalyzed approach to convert biomass-based compounds, such as monoterpene alcohols, sugar alcohols, octyl acetate and tea tree oil, to their corresponding olefins in high yields. The reaction proceeds through C-O bond cleavage under solvent-free conditions, where the catalytic activity is determined by the oxophilicity and the Lewis acidity of the metal catalyst. In addition, we demonstrate how the oxygen containing functionality affects the formation of the olefins. Furthermore, the robustness of the used metal triflate catalysts, Fe(OTf)3 and Hf(OTf)4, is highlighted by their ability to convert an over 2400-fold excess of 2-octanol to octenes in high isolated yields.

Thermodynamics of the Isomerisation of the p-Menthadienes and the Additivity of the Properties of Cyclic Hydrocarbons

We have studied the equilibria and obtained the thermodynamic parameters for the isomerisation of nine p-menthadienes in the range 225-350 deg C.An approach has been proposed and shown to be effective for the additive calculation of the properties of aliphatic hydrocarbons: this is based on the introduction of additional effective characteristics for an atom which take into account its participation in the ring system of the molecule.

TRANSFORMATIONS OF p-MENTHADIENES UNDER THE ACTION OF POTASSIUM tert-BUTANOLATE IN DIMETHYL SULFOXIDE

The products of the transformation of α- and γ-terpinenes, terpinolene, (+)-trans-isolimonene, and (+)-limonene under the action of potassium tert-butanolate in dimethyl sulfoxide contained - in addition to the α- and γ-terpinenes, isoterpinolene, p-mentha-3,8-diene and p-cymene found previously - terpinolene, α- and β-phellandrenes, p-mentha-2,4-diene (in total amount of 1-3percent), and polymers.Under these conditions, limonene is racemized.The primary products of the isomerization reaction have been identified.A supplementary scheme for the isomerization transformations of p-menthadienes is presented.