499-97-8

Basic information

• Product Name: 1-methylene-4-(1-methylvinyl)cyclohexane
• Synonyms: 1-methylene-4-(1-methylvinyl)cyclohexane;1-Methylene-4-(1-methylethenyl)cyclohexane;4-Isopropenyl-1-methylenecyclohexane;p-Mentha-1(7),8-diene;Pseudolimonene;1-isopropenyl-4-methylene-cyclohexane;1-methylidene-4-prop-1-en-2-ylcyclohexane;1-methylidene-4-prop-1-en-2-yl-cyclohexane
• CAS NO: 499-97-8
• Molecular Formula: C₁₀H₁₆
• Molecular Weight: 136.23404
• EINECS: 207-895-9
• Mol File: 499-97-8.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 171.8°Cat760mmHg
• Flash Point: 43.5°C
• Appearance: /
• Density: 0.82g/cm³
• Vapor Pressure: 1.83mmHg at 25°C
• Refractive Index: 1.458
• CAS DataBase Reference: 1-methylene-4-(1-methylvinyl)cyclohexane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methylene-4-(1-methylvinyl)cyclohexane(499-97-8)
• EPA Substance Registry System: 1-methylene-4-(1-methylvinyl)cyclohexane(499-97-8)

Safety Data

• Hazardous Substances Data: 499-97-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 21, p. 1767, 1980 DOI: 10.1016/S0040-4039(00)77832-4

InChI:InChI=1/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h10H,1,3-7H2,2H3

Upstream product

• 18479-64-6 1-hydroxymethy-4-isopropenyl-1-cyclohexane 
• 144-62-7 oxalic acid 
• 138-86-3 limonene. 
• 536-59-4 (-)-perillyl alcohol 
• 18172-67-3 beta-pinene 
• 123-35-3 7-methyl-3-methene-1,6-octadiene 
• 177698-19-0 Beta-pinene 
• 288-32-4 1H-imidazole 
• 5989-54-8 (-)-(S)-limonene 
• 74043-09-7 4-acetyl-1-trimethylsilylmethyl-1-cyclohexene 
• 70901-64-3 trimethyl(2-methylenebut-3-enyl)silane 
• 536-59-4 perillol 
• 67-56-1 methanol 
• 5989-27-5 D-limonene 

Relevant articles and documents

PROCESS FOR PREPARING JET FUEL FROM MOLECULES DERIVED FROM BIOMASS

The invention relates to a process for preparing jet fuel or jet fuel precursors which comprises the treatment of a charge derived from biomass, the said charge comprising at least one compound chosen from terpenes of formula [CH2=C(CH3)CH=CH2]n, in which n is an integer of from 2 to 12, the carbon chain of which is linear, cyclic or branched, or cyclic or branched terpenes as defined previously, which have been chemically modified by oxidation and/or rearrangement of the carbon backbone, the said process comprising a cycloaddition step (i) followed by a cracking and hydrogenation step (ii).

Kinetics of thermal conversions of monoterpenic compounds in supercritical lower alcohols

The most important information concerning thermal conversions of vegetable terpenes (α-pinene, β-pinene, turpentine, and cis-verbenol) in supercritical lower alcohols is systematized. The kinetics of selected reactions is reported and is compared with the kinetics of the same reactions in the gas and liquid phases. Thermodynamic calculations of the phase states and kinetic parameters are presented for a number of multicomponent multiphase systems containing terpenes and lower alcohols. The effect of the supercritical solvent pressure on the rate and selectivity of the selected reactions is reported.

Comparative thermolysis of β-and α-pinenes in supercritical ethanol: The reaction characterization and enantiomeric ratios of products

The thermolysis of β-pinene and the co-thermolysis of an equimolar mixture of β-and α-pinenes in supercritical ethanol were carried out. The reaction of β-pinene affords β-myrcene as the major product (>70%). Considerable differences in the temperature dependence of the reaction rate were revealed for the transformations of β-pinene into β-myrcene and of α-pinene into limonene. The pre-exponential factors and the activation energies were calculated. The enantiomeric ratios of the thermolysis products of β-and α-pinenes and limonene were estimated. The starting monoterpenes do not undergo racemization during thermolysis. The thermolysis of enantiomerically pure α-pinene affords racemic (±)-limonene, whereas (-)-β-pinene gives (-)-limonene. The enantiomeric ratio in the latter remains equal to the enantiomeric purity of the starting β-pinene.