TERPINEOL

TERPINEOL

alpha-TERPINEOL=Terpineol=98-55-5

CAS: 98-55-5
European Community (EC) Number: 202-680-6
Molecular Weight: 154.25
Molecular Formula: C10H18O
IUPAC Name: 2-(4-methylcyclohex-3-en-1-yl)propan-2-ol

Physical Description: Liquid
Boiling Point: 219.16666666666697 °C
Melting Point: 37.0 °C
Solubility: 0.01 M
Density: 0.935 at 20 °C/20 °C
Vapor Pressure: 0.04 mmHg

Terpineol is the main agent of lilac flavor, strong alkali resistance, suitable for soap flavor, and its acetate has citron and lavender aroma, and is used for flavor preparation. 
Terpineol is also used in medicines; pesticides; plastics; soaps; inks; in the instrumentation and telecommunications industries
Terpineol is an excellent solvent for color on glassware.

Terpineol is a monoterpene alcohol, naturally extracted from pine oil, also is a synthetic chemical. 
alpha -Terpineol is the main ingredient of disinfectant. 
As the research result, Terpineol skin disinfectant sample effect for 1 minutes can effective against 99.996% Staphylococcus aureus, 99.998% Pseudomonas aeruginosa, 100%  Escherichia coli and 100% Candida albicans. 
The sample effect for 2 minutes and clean the 98.46% bacteria on the skin.

α-Terpineol is a monoterpene alcohol. 
α-Terpineol is one of the components responsible for the antifungal activity in Melaleuca alternifolia (tea tree) essential oil. 
The reaction rate constant of α-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 a terpineol that is propan-2-ol substituted by a 4-methylcyclohex-3-en-1-yl group at position 2. 
α-Terpineol has a role as a plant metabolite.

α-Terpineol is one of the most commercially important monoterpene alcohols for the flavor industry. 
α-Terpineols annual consumption is estimated to be approximately 9.2 tons, which represents an individual intake of 17.2 μg/kg/day in the US. 
α-Terpineol has a lilac odor and sweet smell reminiscent of peach, with an aroma threshold of 280–350 ppb. 
The reported food usages for α-terpineol, usually in a range of 10–20 ppm, include baked goods, chewing gum, condiments, dairy products, candies and beverages. 
α-Terpineol is also applied for the formulation of soaps and cosmetics. 
Although α-Terpineol occurs in a large number of essential oils such as Cupressaceae, Pinaceae, lavandin and many other leaves, herbs and flowers, and may be produced by fractional distillation of pine oils, this alcohol is commonly synthesized by acid hydration of α-pinene or turpentine followed by partial dehydration. 
However, one of the most recent tendencies is the production of natural α-terpineol by the biotransformation of limonene, α-pinene or β-pinene. 
One of the most viable processes described so far yields almost 130 g L− 1 using limonene as substrate in a biphasic medium.

Model studies have been performed with individual citrus related aroma compounds such as citral, α-terpineol, α-terpinene, and others, in order to de-couple the complexity of citrus flavors. 
Degradation pathways and transformation rates have been determined for the most relevant compounds leading to the most prominent off-note compound p-methyl acetophenone. 
Citral is one of the main precursors. 
Catechins (flavan-3-ols) are often used as antioxidants for stabilization of flavor mixtures. 
The reactivity of catechins towards aldehydes is underestimated. 
the formation of covalent catechin–citral adducts – a reaction that might influence the aroma stability of citrus flavors in the presence of catechins. 

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 α-terpineol and its isomer terpinen-4-ol are the most common terpineols found in nature. 
α-Terpineol plays an important role in the industrial field. 
α-Terpineol has a pleasant odor similar to lilacs and it is a common ingredient in perfumes, cosmetics, and aromatic scents.

In addition, α-terpineol attracts a great interest as it has a wide range of biological applications as an antioxidant, anticancer, anticonvulsant, antiulcer, antihypertensive, anti-nociceptive compound. 
α-Terpineol is also used to enhance skin penetration, and also has insecticidal properties. 

Terpineols are naturally occurring unsaturated monocyclic mono-terpenoid alcohols and can be found in flowers such as narcissus and freesia, in herbs, such as marjoram, oregano, rosemary and in lemon peel oil. 
Reports on the level of terpenoids in oils occasionally vary considerably and one wonders how much this is due to the variation in the plants and to the variations in the isolation process as terpineols could also be an artifact. 
In addition, terpineols are interesting because of their wide range of biological properties.

There are five common isomers of terpineols; alpha- (α-T), beta- (β-T), gamma- (γ-T), delta- (δ-T) and terpinen-4-ol (T-4-ol).

α- and β-Terpineol occur in optically active forms and as a racemate. 
Both α-T and T-4-ol are the most important commercial products and they occur in a large number of essential oils. 
On the other hand, β-, γ- and δ-terpineols do not occur very often in nature. 
Terpineols, especially the most commonly used compounds as α-T and T-4-on, exert a wide range of different biological actions on humans, animals, and also plants. 
Terpineols are not only popular fragrance ingredients used in perfumes, cosmetics, and household cleaning products, but also used to flavor foods and beverages. 
Terpineols also possess various important biological and medicinal properties

α-T, a volatile monoterpenoid alcohol, is the major component of essential oils of several species of aromatic plants such as Origanium vulgare L. and Ocimum canum Sims which are widely used for medicinal purposes. 
α-T can also be isolated from a variety of sources such as cajeput oil, pine oil and petitgrain oil. 
It is a colorless, crystalline solid, smelling of lilac, and is an optically active monoterpenoid that occurs naturally in the (+)-, (-)- and (±) forms. 
The presence of natural racemic mixtures of α-T was discovered in geranium oils and in Morio-Muscat-wine aroma. 
α-T enantiomers which are found in the Myrtaceae family, in citrus and lavender oil, were separated by means of a two-columned coupled system and a mixture of two chiral phases. 
Because of its pleasant odor similar to lilac, α-T is widely used in the manufacturing of cosmetics, soaps, perfumes, antiseptic agents and is considered one of the most frequently used fragrance compounds. 
Its acetate and other simple esters of α-T are also used in perfumes and aromatic scents. 
Therefore, the most important reaction for the fragrance industry is its esterification particularly the acetylation of terpinyl acetate. 
In addition, α-T possesses a wide range of biological applications as it exhibits an antihypertensive and antiproliferative effect on human erythroleukemic cells, as well as anti-inflammatory properties, as it was found to be a potent inhibitor of superoxide production. 
And many studies have reported that α-T has an obvious anticancer effect.

α-Terpineol (CAS No. 98-55-5) is a tertiary monoterpenoid alcohol widely and commonly used in the flavors and fragrances industry for its sensory properties. 
α-Terpineol is present in different natural sources, but its production is mostly based on chemical hydration using α-pinene or turpentine. 
Moreover, many bioprocesses for the microbial production of α-terpineol via biotransformation of monoterpenes (limonene, α- and β-pinenes) are also available in the literature. 
In addition to its traditional use, α-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 this compound.

α-Terpineol is a terpene alcohol that is found in natural oils such as pine oil and petitgrain (the oil from the bitter orange tree). 
α-Terpineol is the most common of four structural isomers; the others are β-, γ-, and 4-terpineol. 
α-Terpineol should not be confused with terpinol, the hydrate of terpin, a terpene diol.

α-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 its enantiomer from long-leaf pine oil.

The lilac-like aroma of α-terpineol makes it a desirable ingredient for perfumes and cosmetics. 

α-Terpineol has antitumour, anti-inflammatory, and antimicrobial activities, it inhibits the growth of tumour cells through a mechanism that involves inhibition of the NF-kappaB pathway

Terpineol is a naturally occurring monoterpene alcohol that has been isolated from a variety of sources such as cajuput oil, pine oil, and petitgrain oil. 
There are three isomers, alpha-, beta-, and gamma-terpineol, the last two differing only by the location of the double bond. 
Terpineol is usually a mixture of these isomers with alpha-terpineol as the major constituent. 
(S)-alpha-Terpineol is found in cinnamon, sweet bay, and mentha (mint).

Belongs to the class of organic compounds known as menthane monoterpenoids. 
These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. 
P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively.
The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.

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 α-terpineol and its isomer terpinen-4-ol are the most common terpineols found in nature. α-Terpineol plays an important role in the industrial field. 

Terpineol has a pleasant odor similar to lilacs and it is a common ingredient in perfumes, cosmetics, and aromatic scents. 
In addition, α-terpineol attracts a great interest as it 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. 

Alpha-Terpineol (α-Terpineol), a C10 monoterpenoid alcohol, is widely used in the cosmetic and pharmaceutical industries. 
Construction Saccharomyces cerevisiae cell factories for producing monoterpenes offers a promising means to substitute chemical synthesis or phytoextraction.

Terpineol is naturally found in pine oil, lavender oil, orange leaf oil, neroli oil and other plant oils. α-terpineol, β-terpineol, γ-terpineol, and terpinen-4-ol are four isomers of terpineol. α-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.

85% Terpineol has high purity can kill germs and is used as a disinfectant in cleaning formulas.

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 α-terpineol as the major constituent. 
Terpineol has a pleasant odor similar to lilac and is a common ingredient in perfumes, cosmetics, and flavors. 
α-Terpineol is one of the two most abundant aroma constituents of lapsang souchong tea; the α-terpineol originates in the pine smoke used to dry the tea. 
(+)-α-terpineol is a chemical constituent of skullcap.

The odour and uses of Alpha Terpineol
fresh sweet lilac floral sweet floral pine-woody clean delicate lilac The odor of high-grade aipha-Terpineol being delicately floral and sweet of Lilac type, 
α-Terpineol is very strongly influenced in presence of minute amounts of imp ha-Terpineol being delicately floral and sweet of Lilac type, 
α-Terpineol is very strongly influenced in presence of minute amounts of impurities of differentodor type Pine Lavender Pineneedle Cleaning Lilac Fougere Nutmeg Pineapple Cajuput Raspberry Lemon To Strenghten Citral Pine, Delicate-florals, Lilac, Floral-types, Lime, Soap-perfumes, Solvent, Fougeres, Appleblossom, Household-perfumes, Hyacinth, Citrus Nutmeg Ginger Meat Nut, Lime, Rice, Terpineol

APPLICATIONS & USES
1. Terpineol is used for synthesize Terpinyl formate and Terpineyl acetate. The derivatives of terpineol are widely used in fragrance preparation.
2. Terpineol is used as raw material to prepare menthane-8-ol and unsaturated terpene mixtures
3. Terpineol is used as a solvent for color on glassware
4. Terpineol is used in agrochemicals, such as insecticide synergists
5. Terpineol is used as a tackifier monomer
6. 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
7. Terpineol is used as electronic paste
8. Terpineol is used as a thermoplastic conductive silver peptizer

SYNONYMS:

alpha-TERPINEOL

Terpineol

98-55-5

2-(4-methylcyclohex-3-en-1-yl)propan-2-ol

p-Menth-1-en-8-ol

dl-alpha-Terpineol

8000-41-7

1-p-Menthen-8-ol

Terpineol 350

1-Menthene-8-ol

CARVOMENTHENOL

.alpha.-Terpineol

TERPINEOLS

alpha,alpha,4-Trimethyl-3-cyclohexene-1-methanol

1-Methyl-4-isopropyl-1-cyclohexen-8-ol

2-(4-Methyl-3-cyclohexenyl)-2-propanol

Terpineol schlechthin

MFCD00001557

Terpenol

alpha-Terpinenol

1-Methyl-4-isopropyl-1-cyclohexene-8-ol

MFCD00166983

3-Cyclohexene-1-methanol, .alpha.,.alpha.,4-trimethyl-

CHEBI:22469

1-alpha-terpineol

8006-39-1

NCGC00164431-01

2-(4-methylcyclohex-3-enyl)propan-2-ol

alpha-Terpineol, 97+%

NSC 21449

PC 593

DSSTox_CID_6625

DSSTox_RID_79596

DSSTox_GSID_40775

Terpilenol, alpha-

Terpene alcohol

FEMA Number 3045

alpha-Terpineol, analytical standard

alpha-Terpineol (natural)

Menth-1-en-8-ol

CAS-8000-41-7

FEMA No. 3045

CCRIS 3204

3-Cyclohexene-1-methanol,.alpha.4-trimethyl-

Caswell No. 823

HSDB 5316

Mixture of p-methenols

68797-63-7

EINECS 202-680-6

EINECS 219-448-5

3-Cyclohexene-1-methanol, alpha,alpha,4-trimethyl-

BRN 1906604

alpha-Terpineol, 97%, mixture of alpha- and gamma-terpineol

AI3-00275

Terpineol Normal

DL a-terpineol

EINECS 232-268-1

EPA Pesticide Chemical Code 067005

1-.alpha.-Terpineol

TERPINEOL OR

TERPINEOL, ALPHA

d-1-p-Menthen-8-ol

Terpineol, mixed isomers

Monocyclic terpenealcohols

(+)-.alpha.-Terpineol

3-Cyclohexene-1-methanol, .alpha.,.alpha.4-trimethyl-

EC 202-680-6

EC 232-268-1

alpha-Terpineol, AldrichCPR

DSSTox_RID_78167

DSSTox_GSID_26625

SCHEMBL28466

3-Cyclohexene-1-methanol, .alpha.,.alpha.,4-trimethyl-, (1R)-

3-Cyclohexene-1-methanol, .alpha.,.alpha.,4-trimethyl-, (1S)-

3-Cyclohexene-1-methanol, .alpha.,.alpha.,4-trimethyl-, (S)-

(1)-alpha,alpha,4-Trimethylcyclohex-3-ene-1-methanol

CHEMBL449810

DTXSID5026625

HY-N5142

NSC21449

Tox21_112118

Tox21_200112

Tox21_302298

c0669

NSC-21449

NSC403665

SBB061191

3-Cyclohexene-1-methanol, .alpha.,.alpha.,4-trimethyl-, sodium salt, (1S)-

AKOS015840815

alpha-Terpineol, 90%, technical grade

MCULE-9798755896

NSC-403665

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

ST50824481

T0022

T0984

V0385

2-(4-methyl-1-cyclohex-3-enyl)-propan-2-ol

D70165

(1R)-a,a,4-trimethyl-3-cyclohexene-1-methanol

SR-01000944873

J-500272

SR-01000944873-1

W-100076

Q27109437

F0001-2319

alpha-Terpineol, primary pharmaceutical reference standard

3-Cyclohexene-1-methanol, .alpha.,.alpha.,4-trimethyl-, sodium salt (1:1), (1S)-

22347-88-2