514-96-5

Usage

InChI:InChI=1/C10H16/c1-8-6-5-7-10(3,4)9(8)2/h5-6H,7H2,1-4H3

Upstream product

• 3016-19-1 alloocimene 
• 64-17-5 ethanol 
• 28354-98-5 2,3,4,4-tetramethylcyclohex-2-en-1-one 
• 67-56-1 methanol 
• 2948-54-1 3,4,5,5-tetramethyl-2-cyclohexen-1-ol 
• 3019-82-7 2,3,4,4-tetramethyl-2-cyclohexen-1-ol 
• 71-23-8 propan-1-ol 
• 472-20-8 β-cyclogeraniol 
• 68406-89-3 α-cyclogeraniol acetate 
• 5989-27-5 D-limonene 
• 7785-70-8 (+)-α-pinene 
• 51036-25-0 1.2.6.6-Tetramethylcyclohex-2-en-1-ol 

Downstream Products

• 6783-92-2 1,1,2,3-tetramethylcyclohexane 
• 52103-98-7 1,6,6-Trimethyl-2-methylencyclohex-3-enol 
• 52103-92-1 4-Hydroxy-3,4,5,5-tetramethyl-2-cyclohexen-1-on 
• 81054-01-5 3,3-Dimethyl-2-methylen-cyclohexen-⁽⁶⁾-al-⁽¹⁾, Pironen-aldehyd 
• 51994-05-9 2,2,6,6-tetramethylcyclohex-3-enone 

Relevant academic research and scientific papers

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.

The influence of water on the isomerization of α-pinene in a supercritical aqueous-alcoholic solvent

The influence of water as a cosolvent and catalyst of the isomerization of α-pinene in a supercritical aqueous-alcoholic (ethanol) solvent was studied experimentally. At T = 657 K and p = 230 atm, an increase in the concentration of water in the reaction mixture was found to increase the rate of the reaction and its selectivity with respect to the desired product, limonene. Water exhibited the properties of an acid catalyst because of its ionization. Mathematical experimental data processing was performed to evaluate and separate the contributions of the radical and ionic paths to the total rate of the reactions that occurred during the thermal isomerization of α-pinene.

Thermolysis of α-pinene in supercritical lower alcohols

Thermal isomerization of α-pinene in supercritical solvents, viz., ethanol, methanol, and propan-1-ol, was carried out, and differences in the rate and selectivity of the process were revealed. In supercritical ethanol the reaction rate increases sharply and the selectivity remains unchanged with an increase in the temperature (from 290 to 390°C) or pressure (from 90 to 270 atm). The main reaction products are limonene, isomeric alloocimenes, and pyronenes. The selectivity for limonene in propan-1-ol is higher than in other alcohols when the conversion of α-pinene not higher than 50%. In supercritical ethanol (430°C, 120 atm, 140 s) limonene is more stable than α-pinene (conversion 8%).

Reaction of cyclic allylic acetates with aliphatic alcohols in the presence of cerium(III) chloride

The reactions of selected allylic acetates with methanol, ethanol, n-propyl alcohol, isopropyl alcohol and tert-butyl alcohol in the presence of catalytic amounts of cerium(III) chloride are described. Allylic alkyl ethers, bis-allylic ethers and 1,3-dienes were obtained depending on the structure of the acetates.

Reaction of allylic alcohols with aliphatic alcohols in the presence of cerium(III) chloride. Part II

The reactions of selected allylic alcohols with methanol, ethanol, n-propanol, isopropanol and tert-butanol in the presence of catalytic amounts of cerium(III) chloride are described. Allylic alkyl ethers, bis-allylic ethers and 1,3-dienes were obtained d

The reaction of cyclic allylic alcohols with aliphatic alcohols in the presence of cerium(III) chloride

Cyclic secondary and tertiary allylic alcohols react with primary aliphatic alcohols in the presence of cerium(III) chloride heptahydrate to give alkyl allylic ethers. When secondary or tertiary aliphatic alcohols are used 1,3-dienes are obtained from allylic alcohols heaving the 3-methyl-2-en-1-ol moiety (3-8, 13-15).

Synthesis of Alkyl Allylic Ethers and 1,3-Dienes by the Reaction of Conjugated Cyclohexenones with Sodium Borohydride-Cerium(III) Chloride in Aliphatic Alcohols

The reaction of conjugated cyclohexenones 1,3-containing 3-methyl-2-en-1-one moiety with NaBH4/CeCl3*7H2O in primary aliphatic alcohols (MeOH, EtOH, n-PrOH) affords alkyl allylic ethers and 1,3-dienes.In isopropanol or tert-butanol only 1,3-dienes are obtained.Ketones 4-6 containing 2-methyl-2-en-1-one moiety are reduced under the same conditions to the corresponding allylic alcohols irrespective of the alcohol used.Key words: reduction, α,β-unsaturated ketones, allylic alcohols, alkyl allylic ethers, sodium borohydride, cerium(III) chloride