TERPINEOL
TERPINEOL
Terpineol is a monoterpene alcohol found in essential oils of certain plants, such as melaleuca alternifolia, and is one of the major monoterpenes present in eucalyptus oil with demonstrated anti-inflammatory properties.
Terpineol is widely used in the flavors and fragrances industry for its sensory properties, featuring a pleasant odor similar to lilacs, and it is a common ingredient in perfumes, cosmetics, and aromatic scents.
Terpineol is a valuable intermediate in the perfume industry, and it has shown various biological properties such as antioxidant, anti-inflammatory, antiproliferative, antimicrobial, and analgesic effects, making it useful in both industrial and medical applications.
CAS Number: 98-55-5
EC Number: 202-680-6
Empirical Formula: C10H18O
Molecular Weight: 154.25
Synonyms: alpha-TERPINEOL, Terpineol, 98-55-5, 2-(4-methylcyclohex-3-en-1-yl)propan-2-ol, p-Menth-1-en-8-ol, 8000-41-7, dl-alpha-Terpineol, 1-p-Menthen-8-ol, .alpha.-Terpineol, Terpineol 350, 1-Menthene-8-ol, CARVOMENTHENOL, TERPINEOLS, FEMA No. 3045, 8006-39-1, 1-Methyl-4-isopropyl-1-cyclohexen-8-ol, alpha,alpha,4-Trimethyl-3-cyclohexene-1-methanol, 2-(4-Methyl-3-cyclohexenyl)-2-propanol, Terpineol schlechthin, Terpenol, alpha-Terpinenol, 1-Methyl-4-isopropyl-1-cyclohexene-8-ol, MFCD00001557, DTXSID5026625, CHEBI:22469, 1-alpha-terpineol, 21334LVV8W, NSC-21449, NSC-403665, NCGC00164431-01, NSC 21449, PC 593, DSSTox_CID_6625, DSSTox_RID_79596, DSSTox_GSID_40775, Terpilenol, alpha-, 3-Cyclohexene-1-methanol, .alpha.,.alpha.,4-trimethyl-, Terpene alcohol, FEMA Number 3045, alpha-Terpineol, analytical standard, alpha-Terpineol (natural), Menth-1-en-8-ol, 2-(4-methylcyclohex-3-enyl)propan-2-ol, alpha-TERPINEOL (PROPYL METHYL-D3), CAS-8000-41-7, CCRIS 3204, 3-Cyclohexene-1-methanol,.alpha.4-trimethyl-, Caswell No. 823, HSDB 5316, EINECS 202-680-6, EINECS 219-448-5, 3-Cyclohexene-1-methanol, alpha,alpha,4-trimethyl-, BRN 1906604, UNII-R53Q4ZWC99, Alfa_terpineol, UNII-21334LVV8W, AI3-00275, Terpineol Normal, alpha -Terpineol, DL a-terpineol, Menthen-8-ol, EINECS 232-268-1, EPA Pesticide Chemical Code 067005, ALFA-TERPINEOL, 1-p-Menthen-8-, TERPINEOL OR, .ALPHA.TERPINEOL, TERPINEOL, ALPHA, d-1-p-Menthen-8-ol, (+)-.alpha.-Terpineol, 3-Cyclohexene-1-methanol, .alpha.,.alpha.4-trimethyl-, EC 202-680-6, EC 232-268-1, alpha-Terpineol, AldrichCPR, SCHEMBL28466, ALPHA-TERPINEOL [FCC], 3-Cyclohexene-1-methanol, .alpha.,.alpha.,4-trimethyl-, (S)-, ALPHA-TERPINEOL [HSDB], (1)-alpha,alpha,4-Trimethylcyclohex-3-ene-1-methanol, CHEMBL449810, DTXCID406625, R53Q4ZWC99, .ALPHA.-TERPINEOL [II], .ALPHA.-TERPINEOL [MI], ALFA-TERPINEOL [WHO-DD], MIL-350, .ALPHA.-TERPINEOL [FHFI], HY-N5142, NSC21449, Tox21_112118, Tox21_200112, Tox21_302298, c0669, NSC403665, PC-593, 3-Cyclohexene-1-methanol, .alpha.,.alpha.,4-trimethyl-, sodium salt, (1S)-, AKOS015840815, alpha-Terpineol, 90%, technical grade, SB45068, CAS-98-55-5, NCGC00248528-01, NCGC00255464-01, NCGC00257666-01, DB-059206, alpha-Terpineol 1000 microg/mL in n-Hexane, CS-0032554, FT-0622202, FT-0627680, FT-0698995, FT-0772029, T0022, T0984, 2-(4-methyl-1-cyclohex-3-enyl)-propan-2-ol, D70165, EN300-125883, (1R)-a,a,4-trimethyl-3-cyclohexene-1-methanol, SR-01000944873, J-500272, SR-01000944873-1, TERPIN MONOHYDRATE IMPURITY A [EP IMPURITY], W-100076, Q27109437, F0001-2319, Z1255427148, alpha-Terpineol, primary pharmaceutical reference standard, 3-CYCLOHEXENE-1-METHANOL, ALPHA., .ALPHA., 4-TRIMETHYL-, 22347-88-2, (±)-α-Terpineol, 2-(4-Methyl-3-cyclohexen-1-yl)-2-propanol [ACD/IUPAC Name], 2-(4-Methyl-3-cyclohexen-1-yl)-2-propanol [German] [ACD/IUPAC Name], 2-(4-Méthyl-3-cyclohexèn-1-yl)-2-propanol [French] [ACD/IUPAC Name], 202-680-6 [EINECS], 2325137 [Beilstein], 3-Cyclohexene-1-methanol, α,α,4-trimethyl- [ACD/Index Name], 98-55-5 [RN], L6UTJ A1 DXQ1&1 [WLN], MFCD00001557 [MDL number], Terpineol [Wiki], α-Terpineol, &α, (S)-(-)-Terpineol, 1906604 [Beilstein], 1-Menthene-8-ol, 1-methyl-4-isopropyl-1-cyclohexen-8-ol, 1-methyl-4-isopropyl-1-cyclohexene-8-ol, 1-p-Menthen-8-ol, 1-α-terpineol, 2-(4-methyl-3-cyclohexenyl)-2-propanol, 2-(4-METHYL-3-CYLOHEXENYL)ISOPROPANOL, 2-(4-methylcyclohex-3-en-1-yl)propan-2-ol; p-menth-1-en-8-ol, 2-(4-methylcyclohex-3-enyl)propan-2-ol, 2-(4-Methyl-cyclohex-3-enyl)-propan-2-ol, 202-680-6MFCD00001557, 2041428 [Beilstein], 21334LVV8W, 21M14KDA67, 22347-88-2 [RN], 232-081-5 [EINECS], 232-268-1MFCD00166983, 260450-76-8 [RN], 3-Cyclohexene-1-methanol, &α, 3-Cyclohexene-1-methanol, α,α,4-trimethyl-, 3-Cyclohexene-1-methanol, α,α4-trimethyl-, 4-(2-Hydroxy-2-propyl)-1-methylcyclohexene, 7785-53-7 [RN], 8006-39-1 [RN], 8-Hydroxy-p-menth-1-ene, a-Terpineol, dl-α-Terpineol, Menth-1-en-8-ol, MFCD00075926 [MDL number], MFCD00166983 [MDL number], MFCD00171435, P-MENTH-1-EN-8-OL, Terpenol, -Terpineol, Terpineol, α, TERPINEOL, α, Terpinol, UNII:21334LVV8W, α,α,4-Trimethyl-3-cyclohexene-1-methanol, α,α,4-Trimethyl-3-Cyclohexene-1-methanol, α-Terpinenol, α-terpineo, α-terpineol, α-Terpineol, α-Terpineole, α-Terpinol, α-Terpinol, 松油醇 [Chinese]
Terpineol is any of four isomeric monoterpenoids.
Terpenoids are terpene that are modified by the addition of a functional group, in this case, an alcohol.
Terpineols have been isolated from a variety of sources such as cardamom, cajuput oil, pine oil, and petitgrain oil.
Four isomers exist: α-, β-, γ-terpineol, and terpinen-4-ol.
β- and γ-terpineol differ only by the location of the double bond.
Terpineol is usually a mixture of these isomers with Terpineol as the major constituent.
Terpineol is a monoterpene that is found in the essential oils of certain plants, such as melaleuca alternifolia.
Terpineol is one of the major monoterpenes present in eucalyptus oil and has shown to have anti-inflammatory properties.
Terpineol has been shown to induce cell lysis and DNA fragmentation in human macrophages at low concentrations.
Terpineol also induces genotoxic effects when exposed to laser ablation and water vapor.
Terpineol is a tertiary monoterpenoid alcohol widely and commonly used in the flavors and fragrances industry for Terpineol sensory properties.
Terpineol is present in different natural sources, but Terpineol production is mostly based on chemical hydration using α-pinene or turpentine.
Moreover, many bioprocesses for the microbial production of Terpineol via biotransformation of monoterpenes (limonene, α- and β-pinenes) are also available in the literature.
In addition to Terpineol traditional use, Terpineol has also been evaluated in other application fields (e.g., medical), since some biological properties other than aroma, such as antioxidant, anti-inflammatory, antiproliferative, antimicrobial, and analgesic effects, among others, have been attributed to Terpineol.
Therefore, this review presents an original compilation of data regarding the production (extraction directly from nature; chemical synthesis; via biotechnological process), the chemical and biological properties, and the current market and novel applications of Terpineol to guide further research in this area.
Considering the information presented, we believe that Terpineol applications may transcend the flavors and fragrances industry in the future.
Terpineol is naturally found in pine oil, lavender oil, orange leaf oil, neroli oil and other plant oils.
Terpineol, β-terpineol, γ-terpineol, and terpinen-4-ol are four isomers of terpineol.
Terpineol is the major component.
Terpineol is a viscous liquid with pine like and clove like odor, but is easy to crystallize.
There are two methods for preparing terpineol.
The two-step preparation process is to use α-pinene as raw material to produce terpineol through hydration under acidic conditions.
The one-step method is to directly prepare terpineol by hydration reaction.
Terpineol is widely used in fragrance formulation, especially in soaps and synthetic detergents.
Rather than a regular terpene, terpineol is an umbrella term referring to several terpene alcohols.
A terpene alcohol shares many characteristics with regular terpenes, plus a distinct oxygen-containing hydroxyl on one side of the chemical.
Four different monoterpenes get grouped into the term “terpineol,” each with unique differences between their scents:
Alpha-terpineol features a light, lilac-like odor reminiscent of fresh peaches.
Beta-terpineol features a woodsy scent of fresh-cut trees.
Gamma-terpineol features a citrus-leaning aroma.
Terpinen-4-ol features earthy notes with a woody overtone.
Terpineol commonly occurs in more than 150 plants, including flowers, fruits, and spices such as apples, basil, limes, lilac, grapefruit, rosemary, eucalyptus, and pine trees.
The essential oil is often used in cosmetics or skincare products, such as soap, lotion, and perfume, and is favored for Terpineol soft lilac profile.
Terpineol can also enhance skin penetration, making Terpineol a very useful terpene for topicals and beauty products.
Terpineol often occurs in different teas, most noticeably in lapsang souchong tea with Terpineol piney, smoky aroma.
Terpineol is also often used as a flavoring element in condiments and baked goods.
Chemically 2-(4-Methylcyclohex-3-en-1-yl)propan-2-ol is a monoterpene alcohol that has been isolated from a variety of sources such as cajuput oil, pine oil, and petitgrain oil.
There are four isomers, alpha-, beta-, gamma-terpineol, and terpinen-4-ol. Beta- and gamma-terpineol differ only by the location of the double bond.
Terpineol is usually a mixture of these isomers with alpha-terpineol as the major constituent.
Alpha-Terpineol is one of the two most abundant aroma constituents of lapsang souchong tea;Terpineol, or more strictly, alpha-terpineol, is one of the most widespread of monocyclic monoterpenoid alcohols in nature.
Terpineol is found in flowers such as narcissus and freesia; herbs such as sage, marjoram, oregano, and rosemary; in the leaf oil of Ti-tree (Melaleuca alternifolia) and in the oil expressed from the peel of lemons.
Reports of the level of terpineol in oils occasionally vary considerably and one wonders how much this is due to variations in the plants and to variations in the isolation process since terpineol could be an artifact.
The layman will often describe the odor of terpineol as “pine disinfectant” since terpineol is, in fact, a major component of pine disinfectant.
Terpineol is prepared by distillation of turpentine in the presence of an acid which results in an opening of the ring of a-pinene to produce a-terpineol.
The driving force for the reaction comes from the release of the strain in the 4-membered ring in the a-pinene skeleton.
The initial step in the process is the protonation of the double bond in a-pinene.
This generates a carbocation center adjacent to the strained cyclobutane ring.
The ring strain can be released by movement of one pair of electrons from a single bond of the cyclobutane ring towards the positive charge with the formation of a double bond.
The resultant carbocation in the tail of the molecule can then be quenched by addition of water followed by loss of a proton), giving alpha-terpineol.
Terpineols are monocyclic monoterpene tertiary alcohols which are naturally present in plant species.
There are five common isomers of terpineols, alpha-, beta-, gamma-, delta- and terpinen-4-ol, of which Terpineol and Terpineol isomer terpinen-4-ol are the most common terpineols found in nature.
Terpineol plays an important role in the industrial field.
Terpineol has a pleasant odor similar to lilacs and Terpineol is a common ingredient in perfumes, cosmetics, and aromatic scents.
In addition, Terpineol attracts a great interest as Terpineol has a wide range of biological applications as an antioxidant, anticancer, anticonvulsant, antiulcer, antihypertensive, anti-nociceptive compound.
Terpineol is also used to enhance skin penetration, and also has insecticidal properties.
Terpineol is a transparent or a pale yellow solvent, and has unique aroma like lilac and appropriate viscosity.
Terpineol is contained in natural oil.
Terpineol consists of a lot of isomers which are derivatives of p-menthene.
Terpineol is a mixture which usually contains alpha-terpineol as a main constituent, and also contains beta-terpineol and gamma-terpineol as accessory constituents.
Terpineol has sometimes deposition with decreasing of temperature, because all of these three constituents have high melting point.
Although Terpineol is insoluble in water, Terpineol has high solubility in organic solvents like alcohol, ether, ester, and high solubility of ethylcellulose, acrylate resin, epoxy resin and so on.
Under the acidic condition, Terpineol is unstable.
On the contrary, under the basic condition, Terpineol is stable.
Terpineol has some interfacial activities like moistness, osmosis and dispersion.
This is one of the most commonly used solvents for electronic thick film paste
Terpineol is a monoterpene alcohol. Terpineol is one of the components responsible for the antifungal activity in Melaleuca alternifolia (tea tree) essential oil.
The reaction rate constant of Terpineol with the OH radical and ozone was found to be (1.9±0.5)×10-10cm3 molecule-1s-1 and (3.0±0.2)×10-16cm3 molecule-1s-1, respectively.
Alpha-terpineol is used as an antioxidant, antiseptic, antihypernociception and anti-inflammatory.
Terpineol is also used as a solvent.
Terpineol is an important ingredient of pine oil disinfectants.
Further, Terpineol is used as a fragrance in perfumes, fat denaturant for soap production and synthetic flavoring agent.
Alpha-Terpineol is a valuable intermediate in the perfume industry and in making other common volatile chemicals.
Terpineol is known to be prepared in several ways.
Terpenic alcohols are normally obtained by the addition of hydrochloric acid or a lower alkanoic acid to terpenic olefins, for example formic or acetic acid, by conversion of the olefin to Terpineol hydrochloride, or ester, and then hydrolysis to the desired alcohol.
Alternatively, there are useful methods such as direct hydration of olefins using a strong cation exchange resin.
In this study, in addition to obtaining terpinehydrate as a result of hydration of Alpha-pinene and then Alphaterpineol by dehydration, studies were also carried out using ion exchange resin.
In addition, with the aim of preventing polymerization, cation exchange resin was studied in an oxygen-free environment and alpha-terpineol was obtained with a good yield.
Terpineol is a terpene alcohol that is found in natural oils such as pine oil and petitgrain (the oil from the bitter orange tree).
Terpineol is the most common of four structural isomers; the others are β-, γ-, and 4-terpineol.
Terpineol should not be confused with terpinol, the hydrate of terpin, a terpene diol.
Terpineol is a racemic mixture of (R)-(+)- and (S)-(–)-enantiomers.
Both are found in nature; but the article of commerce, which is usually synthesized from α-pinene, is the racemate.
In 1903, German chemists H. Waldbaum and O. Hüthig isolated the (+)-stereoisomer from petitgrain.
Four years later, J. E. Teeple of New York City separated Terpineol enantiomer from long-leaf pine oil.
The lilac-like aroma of Terpineol makes Terpineol a desirable ingredient for perfumes and cosmetics.
Terpineol has a pleasant odor similar to lilac and is a common ingredient in perfumes, cosmetics, and flavors.
Terpineol is one of the two most abundant aroma constituents of lapsang souchong tea; the Terpineol originates in the pine smoke used to dry the tea.
(+)-Terpineol is a chemical constituent of skullcap.
Alpha-terpineol is a terpineol that is propan-2-ol substituted by a 4-methylcyclohex-3-en-1-yl group at position 2.
Terpineol has a role as a plant metabolite.
Terpineol is a cyclic monoterpenoid alcohol.
Terpineol inhalation diminished mouse motility 45%.
Terpineol displayed dose-dependent antibiotic efficacy vs S. aureus, S. epidermidis, and P. acnes, among others, particularly in Terpineol customary vehicle of tea tree oil.
An MIC of 0.78 μL/mL was noted on Escherichia coli, with observed cell wall and membrane rupture.
Terpineol 100 μg/disk produced significant zones of inhibition in culture of four drug-resistant Helicobacter pylori cultures.
Moderate effects against two strains of Plasmodium falciparum malaria were noted in an EO with major terpineol component.
The small cell lung cancer cell line NCI-H69 was sensitive to Terpineol at a high dose (IC50 approximately 260 μM) via suppression of NF-κB signaling (Hassan, Gali-Muhtasib, Goransson, & Larsson, 2010).
In a U937 leukemia cell line, Terpineol reduced LPS-induced cytokine production of IL-1β, IL-6, and IL-10, but not TNF-α.
Nociceptive behavior in mice was significantly reduced by doses of 25 mg/kg ip and above on early and late paw licking post formalin, writhing after ip acetic acid, and after paw injections of glutamate or capsaicin, without motor impairment.
Similarly, 50–100 mg/kg ip dosing in mice inhibited hyperalgesia postcarageenan or TNF-α, PGE2, or DA administration, and neutrophil migration in a pleurisy model.
Terpineol was reported that fatty liver was produced in mice after daily injections of 10 or 500 mg/kg ip of Terpineol for 2 weeks, an exposure level likely never attainable with a cannabis-based medicine.
Two recent studies from Iran are of interest.
Pretreatment with Terpineol 5–20 mg/kg ip significantly reduced jumping behavior typical of withdrawal effect in mice rendered morphine-dependent, while 20–40 mg/kg ip doses reduced the development of tolerance to morphine analgesia.
These results suggest possible synergy of this ingredient with other cannabis components attenuating addiction: CBD and BCP.
Higher doses of Terpineol (50–200 mg/kg ip) in rats subjected to cerebral ischemia improved spatial learning in a water maze vs controls, restored hippocampal long-term potentiation, and lowered malondialdehyde levels indicative of lipid peroxidation.
This activity certainly suggests the possibility of synergistic benefit in conjunction with benefits ascribed to CBD in similar experiments in newborn pigs.
(L)-alpha-Terpineol is a monoterpene alcohol.
Terpineol is one of the components responsible for the antifungal activity of Melaleuca alternifolia (tea tree) essential oil.
Terpineol may be used in the synthesis of α-terpinyl esters of acetic acid and acetic anhydride via lipase-mediated esterification.
Uses of Terpineol:
Terpineol is major ingredient of pine oil disinfectants.
Terpineol is used as a fragrance in perfumes and soaps, fat denaturant for soap manufacturing, synthetic flavoring agent, organic solvent, antioxidant, and antiseptic.
Terpineol with its typical lilac odor is one of the most frequently used fragrance compounds.
Terpineol is used for synthesize Terpinyl formate and Terpineyl acetate.
The derivatives of terpineol are widely used in fragrance preparation.
Terpineol is used as raw material to prepare menthane-8-ol and unsaturated terpene mixtures
Terpineol is used as a solvent for color on glassware
Terpineol is used in agrochemicals, such as insecticide synergists
Terpineol is used as a tackifier monomer
Terpineol is used as a tobacco filler additive, the solution sprayed on the tobacco to increase the aroma and sweetness of the lilac, and improve the natural permeation of the smoke
Terpineol is used as electronic paste
Terpineol is used as a thermoplastic conductive silver peptizer
Industry Uses:
Cleaning agent
Flavoring and nutrient
Fragrance
Intermediates
Odor agents
Other (specify)
Solvent
Consumer Uses:
Fragrance
Odor agents
Solvent
Industrial Processes with risk of exposure:
Using Disinfectants or Biocides
Synthesis and Biosynthesis of Terpineol:
Although Terpineol is naturally occurring, terpineol is commonly manufactured from alpha-pinene, which is hydrated in the presence of sulfuric acid.
Limonene reacts with trifluoroacetic acid in a Markovnikov addition to a trifluoroacetate intermediate, which is easily hydrolyzed with sodium hydroxide to Terpineol with 7% selectivity.
Side-products are β-terpineol in a mixture of the cis isomer, the trans isomer, and 4-terpineol.
The biosynthesis of Terpineol proceeds from geranyl pyrophosphate, which releases pyrophosphate to give the terpinyl cation.
This carbocation is the precursor to many terpenes and terpenoids.
Terpineol hydrolysis gives terpineol.
Manufacturing Methods of Terpineol:
A common industrial method of alpha-terpineol synthesis consists of the hydration of alpha-pinene or turpentine oil with aqueous mineral acids to give crystalline cis-terpin hydrate (mp 117 °C), followed by partial dehydration to alpha-terpineol.
Suitable catalysts are weak acids or acid-activated silica gel.
Terpineol is used in extraction of essential oils, fractional distillation of pine oils, wood processing industry.
By heating terpin hydrate with phosphoric acid and distilling or with dilute sulfuric acid, using azeotropic separation; fractional distillation of pine oil.
General Manufacturing Information of Terpineol:
Industry Processing Sectors:
All Other Basic Organic Chemical Manufacturing
All Other Chemical Product and Preparation Manufacturing
Food, beverage, and tobacco product manufacturing
Oil and Gas Drilling, Extraction, and Support activities
Other (requires additional information)
Paint and Coating Manufacturing
Soap, Cleaning Compound, and Toilet Preparation Manufacturing
Handling and Storage of Terpineol:
Storage Conditions:
Conditions for safe storage, including any incompatibilities:
Keep container tightly closed in a dry and well-ventilated place.
Stability and reactivity of Terpineol:
Reactive Hazard:
None known, based on information available
Stability:
Stable under normal conditions.
Conditions to Avoid:
Excess heat.
Keep away from open flames, hot surfaces and sources of ignition.
Incompatible Materials:
Strong oxidizing agents
Hazardous Decomposition:
Products Carbon monoxide (CO), Carbon dioxide (CO2)
Hazardous Polymerization:
Hazardous polymerization does not occur. Hazardous Reactions None under normal processing.
First-aid measures of Terpineol:
General Advice:
If symptoms persist, call a physician.
Eye Contact:
Rinse immediately with plenty of water, also under the eyelids, for at least 15 minutes.
Getmedical attention.
Skin Contact:
Wash off immediately with plenty of water for at least 15 minutes.
If skin irritationpersists,call a physician.
Inhalation:
Remove to fresh air.
If not breathing, give artificial respiration.
Get medical attentionif symptoms occur.
Ingestion:
Clean mouth with water and drink afterwards plenty of water.
Most important symptoms and effects:
None reasonably foreseeable.
Symptoms of overexposure may be headache, dizziness, tiredness, nausea and vomiting.
Notes to Physician:
Treat symptomatically
Fire Fighting Procedures of Terpineol:
Advice for firefighters:
Wear self-contained breathing apparatus for firefighting if necessary.
Use water spray to cool unopened containers.
Suitable extinguishing media:
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Accidental Release Measures of Terpineol:
Cleanup Methods:
Control of environmental exposure:
Prevent further leakage or spillage if safe to do so.
Do not let product enter drains.
Personal precautions, protective equipment and emergency procedures:
Use personal protective equipment.
Avoid breathing vapors, mist or gas.
Ensure adequate ventilation.
Remove all sources of ignition.
Evacuate personnel to safe areas.
Beware of vapors accumulating to form explosive concentrations.
Vapors can accumulate in low areas.
Environmental precautions:
Prevent further leakage or spillage if safe to do so.
Do not let product enter drains.
Methods and materials for containment and cleaning up:
Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and place in container for disposal according to local regulations.
Keep in suitable, closed containers for disposal.
Disposal Methods of Terpineol:
Recycle any unused portion of Terpineol for its approved use or return Terpineol to the manufacturer or supplier.
Ultimate disposal of the chemical must consider:
Terpineol’s impact on air quality; potential migration in air, soil or water; effects on animal, aquatic and plant life; and conformance with environmental and public health regulations.
If Terpineol is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.
Waste treatment methods:
Contact a licensed professional waste disposal service to dispose of Terpineol.
This combustible material may be burned in a chemical incinerator equipped with an afterburner and scrubber.
Offer surplus and non-recyclable solutions to a licensed disposal company.
Contaminated packaging:
Dispose of as unused product.
Identifiers of Terpineol:
CAS Number:
α: 98-55-5
β: 138-87-4
γ: 586-81-2
4-: 562-74-3
Beilstein Reference: 2325137
ChEBI:
α: CHEBI:22469
β: CHEBI:132899
γ: CHEBI:81151
4-: CHEBI:78884
ChEMBL:
α: ChEMBL507795
4-: ChEMBL507795
ChemSpider:
α: 13850142
β: 8418
γ: 10983
4-: 10756
EC Number:
α: 202-680-6
β: 205-342-6
γ: 209-584-3
4-: 209-235-5
KEGG:
β: C17517
4-: C17073
PubChem CID:
α: 17100
β: 8748
γ: 11467
4-: 11230
UNII:
α: 21334LVV8W
γ: 5PH9U7XEWS
CompTox Dashboard (EPA): 4-: DTXSID4044824
InChI: InChI=1S/C10H18O/c1-8-4-6-9(7-5-8)10(2,3)11/h4,9,11H,5-7H2,1-3H3
Key: WUOACPNHFRMFPN-UHFFFAOYSA-N
α: InChI=1/C10H18O/c1-8-4-6-9(7-5-8)10(2,3)11/h4,9,11H,5-7H2,1-3H3
Key: WUOACPNHFRMFPN-UHFFFAOYAL
SMILES: α: CC1=CCC(CC1)C(O)(C)C
EC number: 233-986-8
Hill Formula: C₁₀H₁₈O
Molar Mass: 154.25 g/mol
HS Code: 2906 19 00
EC / List no.: 232-268-1
Synonym(s): alpha-Terpineol
Empirical Formula (Hill Notation): C10H18O
CAS Number: 98-55-5
Molecular Weight: 154.25
Beilstein: 2325137
EC Number: 233-986-8
MDL number: MFCD00001557
PubChem Substance ID: 24867093
NACRES: NA.22
Empirical formula: C10H18O
Molar mass (M): 154,25 g/mol
Density (D): 0,93 g/cm³
Boiling point (bp): 218,9 °C
Flash point (flp): 91 °C
Melting point (mp): 33 °C
Storage temp.: +4 °C
WGK: 1
CAS No.: 98-55-5
EG-Nr.: 202-680-6
CAS: 98-55-5
Molecular Formula: C10H18O
Molecular Weight (g/mol): 154.253
MDL Number: MFCD00001557
InChI Key: WUOACPNHFRMFPN-UHFFFAOYSA-N
PubChem CID: 17100
ChEBI: CHEBI:22469
IUPAC Name: 2-(4-methylcyclohex-3-en-1-yl)propan-2-ol
SMILES: CC1=CCC(CC1)C(C)(C)O
Properties of Terpineol:
Chemical formula: C10H18O
Molar mass: 154.253 g·mol−1
Appearance: Colorless liquid
Density: 0.93 g/cm3
Melting point: −35.9 to −28.2 °C (−32.6 to −18.8 °F; 237.2 to 245.0 K) (mixture of isomers)
Boiling point: 214–217 °C (417–423 °F; 487–490 K)[1] (mixture of isomers)
Solubility in water: 2.42 g/L
Magnetic susceptibility (χ): −111.9·10−6 cm3/mol
Boiling point: 215 – 217 °C (1013 hPa)
Density: 0.934 g/cm3 (25 °C)
Flash point: 96 °C
Melting Point: 31 – 35 °C
Vapor pressure: <0.1 hPa (20 °C) Grade: technical grade Quality Level: 100 Assay: 90% Refractive index: n20/D 1.482 (lit.) bp: 217-218 °C (lit.) mp: 31-35 °C (lit.) Density: 0.93 g/mL at 25 °C (lit.) SMILES string: CC1=CC[C@H](CC1)C(C)(C)O InChI: 1S/C10H18O/c1-8-4-6-9(7-5-8)10(2,3)11/h4,9,11H,5-7H2,1-3H3 InChI key: WUOACPNHFRMFPN-UHFFFAOYSA-N Molecular Weight: 154.25 g/mol XLogP3-AA: 1.8 Hydrogen Bond Donor Count: 1 Hydrogen Bond Acceptor Count: 1 Rotatable Bond Count: 1 Exact Mass: 154.135765193 g/mol Monoisotopic Mass: 154.135765193 g/mol Topological Polar Surface Area: 20.2Ų Heavy Atom Count: 11 Complexity: 168 Isotope Atom Count: 0 Defined Atom Stereocenter Count: 0 Undefined Atom Stereocenter Count: 1 Defined Bond Stereocenter Count: 0 Undefined Bond Stereocenter Count: 0 Covalently-Bonded Unit Count: 1 Compound Is Canonicalized: Yes Specifications of Terpineol: Assay (GC, area%): ≥ 98.0 % (a/a) Optical rotation α 20/D (c=20 in Ethanol): -102.5 - -97.5 ° Identity (IR): passes test Melting Point: 31°C to 32°C Color: Colorless to Yellow Density: 0.930 g/mL Boiling Point: 210°C to 219°C Flash Point: 90°C (194°F) Refractive Index: 1.483 Quantity: 25 g Merck Index: 14,9171 Solubility Information: Miscible with water,benzene,propylene glycol,acetone,alcohol and ether. Formula Weight: 154.24 Percent Purity: 96% Physical Form: Liquid Chemical Name or Material: alpha-Terpineol Related Products of Terpineol: Nivalenol (R)-Ochratoxin α Di-N-heptytin Dichloride-D30 Ergosinine 3-Ethyl-2 Names of Terpineol: Regulatory process names: Terpineol Terpineol Terpineol (mixture of isomers) IUPAC names: 1-hydroperoxy-2,7,7-trimethyl-bicyclo[3.1.1]heptane 1-methyl-4-(propan-2-ylidene)cyclohexan-1-ol; 2-[(1R)-4-methylcyclohex-3-en-1-yl]propan-2-ol; 2-[(1S)-4-methylcyclohex-3-en-1-yl]propan-2-ol 2-(4-Methyl- 1-cyclohex- 3-enyl) propan- 2-ol 2-(4-Methyl-1-cyclohex-3-enyl)propan- 2-ol 2-(4-methyl-1-cyclohex-3-enyl)propan-2-ol 2-(4-Methyl-3-cyclohexen-1-yl)-2-propanol - 4-isopropenyl-1-methylcyclohexanol (1:1) 2-(4-METHYLCYCLOHEX-3-EN-1-YL)PROPAN-2-OL 2-(4-Methylcyclohex-3-en-1-yl)Propan-2-ol 2-(4-Methylcyclohex-3-en-1-yl)propan-2-ol 2-(4-methylcyclohex-3-en-1-yl)propan-2-ol Reaction mass of p-menth-1-en-8-ol and 1-methyl-4-(1-methylethylidene)cyclohexan-1-ol Reaction mass of p-menth-1-en-8-ol and 1-methyl-4-(1-methylvinyl)cyclohexan-1-ol and 1-methyl-4-(1-methylethylidene)cyclohexan-1-ol Reaction mass of p-menth-1-en-8-ol and 1-methyl-4-(1-methylvinyl)cyclohexan-1-ol and 1-methyl-4-(1-methylethylidene)cyclohexan-1-ol and α,α-dimethyl-4-methylenecyclohexanemethanol Reaction mass of α,α-4-trimethyl-(1S)-3-cyclohexene-1-methanol and α,α-4-trimethyl-(1R)-3-cyclohexene-1-methanol and 1-methyl-4-(1-methylethylidene)-cyclohexanol TERPINEOL Terpineol terpineol Terpineol Terpineol with impurities~ Terpineol; p-Menthenol (mixed isomers) IUPAC names: p-Menth-1-en-8-ol 2-(4-Methylcyclohex-3-en-1-yl)propan-2-ol Trade names: PINE OIL Pine Oil Other names: 2-(4-Methyl-1-cyclohex-3-enyl)propan-2-ol alpha-terpineol α-terpineol α,α,4-Trimethylcyclohex-3-ene-1-methanol Terpene alcohol Other identifier: 8000-41-7
