586-62-9 Usage
Description
Terpinolene, a p-menthadiene with double bonds at positions 1 and 4(8), is a colorless liquid that is insoluble in water and less dense than water. It has a pleasant sweet-piney odor with a somewhat sweet, citrus flavor. Terpinolene is found in various natural sources such as citrus juices and oils, black currant, guava, papaya, raspberry, and various spice and mint oils, among others.
Uses
Used in Flavor and Fragrance Industry:
Terpinolene is used as a flavoring agent for its sweet, citrus taste and as a fragrance component for its sweet, fresh, piney citrus aroma with a woody, old lemon peel nuance. It is commonly found in essential oils and contributes to the characteristic scents of various plants and fruits.
Used in Solvent Applications:
Terpinolene serves as a solvent for resins and essential oils, facilitating the blending and processing of these substances in various industrial applications.
Used in Plastics and Resins Manufacturing:
Terpinolene is utilized in the production of synthetic resins and plastics, thanks to its compatibility with other chemicals and its ability to enhance the properties of the final products.
Used in the Manufacture of Synthetic Flavors:
Terpinolene is employed in the creation of synthetic flavors, leveraging its sweet, citrus taste to enhance the flavor profiles of various food and beverage products.
Preparation
By alcoholic sulphuric acid treatment of pinene (Arctander, 1969).
Air & Water Reactions
Highly flammable. Insoluble in water.
Reactivity Profile
Terpinolene may react vigorously with strong oxidizing agents. May react exothermically with reducing agents to release hydrogen gas. In the presence of various catalysts (such as acids) or initiators, may undergo exothermic addition polymerization reactions.
Hazard
Flammable, moderate fire risk.
Health Hazard
Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.
Flammability and Explosibility
Notclassified
Pharmacology
Combinations of terpenes, such as terpinolene, with nonionic surfactants and stabilizers
have been patented for use as gallstone solvents. Human cholesterol calculi heated in mixtures
containing terpinolene and human bile were dissolved within 1-2 hr (Hisamitsu Pharmaceutical Co.,
Inc., 1973).
Safety Profile
Mildly toxic by ingestion. A very dangerous fire hazard when exposed to heat or flame. To fight fire, use foam, CO2, dry chemical. Can react with oxidning materials. When heated to decomposition it emits acrid smoke and irritating fumes.
Check Digit Verification of cas no
The CAS Registry Mumber 586-62-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,8 and 6 respectively; the second part has 2 digits, 6 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 586-62:
(5*5)+(4*8)+(3*6)+(2*6)+(1*2)=89
89 % 10 = 9
So 586-62-9 is a valid CAS Registry Number.
InChI:InChI=1/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,6,9H,5,7H2,1-3H3
586-62-9Relevant articles and documents
Sustainable p-cymene and hydrogen from limonene
Martin-Luengo,Yates,Rojo, E. Saez,Huerta Arribas,Aguilar,Ruiz Hitzky
, p. 141 - 146 (2010)
A fine chemical intermediate in a wide range of chemical processes, p-cymene, has been obtained from Limonene, solids based on a natural clay (sepiolite) modified with sodium, nickel, iron or manganese oxides and programmable focalised microwaves. The process has the added bonus of one mol of hydrogen being produced per mol of limonene converted to p-cymene.
Aromatization of Hydrocarbons y Oxidative Dehydrogenation Catalyzed by the Mixed Addenda Heteropoly Acid H5PMo10V2O40
Neumann, Ronny,Lissel, Manfred
, p. 4607 - 4610 (1989)
The mixed addenda heteropoly acid H5PMo10V2O40 dissolved in 1,2-dichloroethane with tetraglyme, forming the (tetraglyme)3-H5PMo10V2O40 complex, catalyzes the aromatization of cyclic dienes at moderate temperatures in the presence of molecular oxygen.Dehydrogenations of exocyclic dienes such as limonene show that dehydrogenation is preceded by isomerization to their endocyclic isomers.Aromatization takes place by succesive one-electron transfers and proton abstractions from the organic substrate to the heteropoly acid, the latter being reoxidized by dioxygen coupled with the formation of water.
Preparation method of isopentylene
-
Paragraph 0031-0050, (2021/11/10)
The method comprises the following steps: taking dipentene as a raw material, and using acetic acid in a high-pressure carbon dioxide environment. Isoterpinene is prepared by reacting acetate and an axial chiral nitrogen-containing compound as a catalyst. The axial chiral nitrogen-containing compound is one or more of an axial chiral nitrogen-containing binaphthyl or biphenyl compound. The selectivity and yield of terpinene are high.
Preparation of α-terpineol and perillyl alcohol using zeolites beta
?erveny, Libor,Vysko?ilová, Eli?ka,Zítová, Kate?ina
, p. 4297 - 4310 (2021/07/26)
The preparation of α-terpineol by direct hydration of limonene catalyzed by zeolites beta was studied. The same catalyst was used to prepare perillyl alcohol by isomerization of β-pinene oxide in the presence of water. The aim was to optimize the reaction conditions to achieve high conversions of starting material and high selectivity to the desired products. In the case of limonene, it was found that the highest selectivity to α-terpineol was 88% with conversion of 36% under the conditions: 50?wt% of catalyst beta 25, 10% aqueous acetic acid (10?mL) (volume ratio limonene:H2O = 1:4.5), temperature 50?°C, after 24?h. In the case of β-pinene oxide, it was found that the highest selectivity to perillyl alcohol, which was 36% at total conversion, was obtained in the reaction under the following conditions: dimethyl?sulfoxide as solvent (volume ratio β-pinene oxide:DMSO = 1:5), catalyst beta 25 without calcination (15?wt%), demineralized water (molar ratio β-pinene oxide:H2O = 1:8), temperature 70?°C, 3?h. The present study shows that the studied reactions are suitable for the selective preparation of chosen compounds.