Description References
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alpha-Terpineol

Description References
Product Name
alpha-Terpineol
CAS No.
98-55-5
Chemical Name
alpha-Terpineol
Synonyms
Α-TERPINEOL;A-TERPINEOL;l-α-Terpineol;P-MENTH-1-EN-8-OL;2-(4-Methylcyclohex-3-en-1-yl)propan-2-ol;α-Terpineo;Terpenol;TERPINENOL;à-terpineol;TERPINEOL 101 (ALPHA)
CBNumber
CB6229317
Molecular Formula
C10H18O
Formula Weight
154.25
MOL File
98-55-5.mol
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alpha-Terpineol Property

Melting point:
31-35 °C (lit.)
Boiling point:
217-218 °C (lit.)
Density 
0.93 g/mL at 25 °C (lit.)
vapor pressure 
6.48Pa at 23℃
refractive index 
1.482-1.485
FEMA 
3045 | ALPHA-TERPINEOL
Flash point:
90 °C
storage temp. 
2-8°C
solubility 
0.71g/l
form 
Liquid After Melting
pka
15.09±0.29(Predicted)
color 
Clear colorless
Specific Gravity
0.9386
Odor
at 100.00 %. pine terpene lilac citrus woody floral
Odor Type
terpenic
Water Solubility 
negligible
Merck 
14,9171
JECFA Number
366
BRN 
2325137
Dielectric constant
2.8(20℃)
InChIKey
WUOACPNHFRMFPN-UHFFFAOYSA-N
LogP
2.6 at 30℃
CAS DataBase Reference
98-55-5(CAS DataBase Reference)
NIST Chemistry Reference
3-Cyclohexene-1-methanol, «alpha»,«alpha»4-trimethyl-(98-55-5)
EPA Substance Registry System
.alpha.-Terpineol (98-55-5)
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Safety

Hazard Codes 
Xi
Risk Statements 
10-38-36/37/38
Safety Statements 
16-37-26-37/39
WGK Germany 
1
RTECS 
WZ6700000
TSCA 
Yes
HS Code 
29061400
Hazardous Substances Data
98-55-5(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
CRM40428
Product name
alpha-Terpineol solution
Purity
certified reference material, 2000?μg/mL in methanol, ampule of 1?mL
Packaging
1mL
Price
$124
Updated
2024/03/01
Sigma-Aldrich
Product number
04899
Product name
α-Terpineol
Purity
analytical standard
Packaging
250mg
Price
$104
Updated
2024/03/01
Sigma-Aldrich
Product number
03420590
Product name
α-Terpineol
Purity
primary reference standard
Packaging
100mg
Price
$304
Updated
2023/06/20
TCI Chemical
Product number
T0022
Product name
α-Terpineol
Purity
>80.0%(GC)
Packaging
25mL
Price
$21
Updated
2024/03/01
TCI Chemical
Product number
T0022
Product name
α-Terpineol
Purity
>80.0%(GC)
Packaging
500mL
Price
$121
Updated
2024/03/01
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alpha-Terpineol Chemical Properties,Usage,Production

Description

(-)-alpha terpineol is the alpha form of terpineol, a naturally monoterpene alcohol that can be isolated from various kinds of sources such as cajuput oil, pine oil, and petitgrain oil. The alpha form is the major constituent of terpineol. It is a common component in perfumes, cosmetic and flavors. It is also a kind of solvent used for extracting natural spices and as a kind of solvent of acetate fibers. Moreover, it exhibited strong and broad antimicrobial activity against fungi, bacteria and virus. Study has demonstrated that is antibacterial (bactericidal) effect originated from its destroying effect on the cell wall and cell membrane of bacteria. It also has certain anticonvulsant activity.

References

de Sousa, Damiao Pergentino, Lucindo Quintans Jr, and Reinaldo Nóbrega de Almeida. "Evolution of the anticonvulsant activity of α-terpineol."Pharmaceutical Biology 45.1 (2007): 69-70.
Park, Soon-Nang, et al. "Antimicrobial effect of linalool and α- terpineol against periodontopathic and cariogenic bacteria." Anaerobe 18.3 (2012): 369-372.
Dabbah, Roger, V. M. Edwards, and W. A. Moats. "Antimicrobial action of some citrus fruit oils on selected food-borne bacteria." Applied microbiology19.1 (1970): 27-31.

Properties and Applications

α-Terpineol is a colorless, crystalline solid, smelling of lilac. The most important commercial grade of terpineol consists of a liquid mixture of isomers that contains mainly α-terpineol and a considerable amount of ?γ-terpineol. This mixture has a stronger lilac odor than does pure crystalline α-terpineol.
Hydrogenation of α-terpineol yields p-menthan-8-ol. Terpineol is readily dehydrated by acids, yielding a mixture of unsaturated cyclic terpene hydrocarbons. Under mildly acidic conditions, terpin hydrate is formed. The most important reaction for the fragrance industry is esterification, particularly acetylation to terpinyl acetate.
Terpineol with its typical lilac odor is one of the most frequently used fragrance substances. It is stable and inexpensive and is used in soaps and cosmetics.

Chemical Properties

α-Terpineol is a kind of clear colorless liquid after melting, which has a characteristic lilac odor with a sweet taste reminiscent of peach on dilution.

Occurrence

Reported found in more than 150 derivatives from leaves, herbs and flowers; the d-, l- and dl-isomers are known: the d-form is found in the essential oils from Cupressaceae in general; also in the oils of Elettaria cardamomum, star anise, marjoram, clary sage, neroli and others. The l-form is found in Satureia montana, lavandin, cajeput, lime, lemon, cinnamon leaves and the distillates from Pinaceae (with exception of Pinus silvestris, which contains d-terpineol together with racemic form); likewise, Nectandra elaiophora (wood) and petitgrain bigarade. The racemic form is found in cajenne linalool, Thymus caespititius, cajeput, Eucalyptus globulus; mixed with the l-form it is found in petitgrain; a nondefined form of terpineol has been reported in the bitter orange. Reported found in over 260 natural sources including apple, apple juice, apricot, sweet and sour cherry, citrus peel oils and juices, orange, lemon, etc.

Uses

A naturally-occuring monoterpene alcohol.Alpha-terpineol is used as an antioxidant, antiseptic, antihypernociception and anti-inflammatory. It is also used as a solvent. It is an important ingredient of pine oil disinfectants. Further, it is used as a fragrance in perfumes, fat denaturant for soap production and synthetic flavoring agent.

Definition

ChEBI: A terpineol that is propan-2-ol substituted by a 4-methylcyclohex-3-en-1-yl group at position 2.

Preparation

Although α-terpineol occurs in many essential oils, only small quantities are isolated, for example, by fractional distillation of pine oils.
A common industrial method of α-terpineol synthesis consists of the hydration of α-pinene or turpentine oil with aqueous mineral acids to give crystalline cis-terpin hydrate (mp 117 °C), followed by partial dehydration to α-terpineol. Suitable catalysts are weak acids or acid-activated silica gel.
Selective conversion of pinene, 3-carene, and limonene or dipentene to terpineol, without terpin hydrate formation is also used. Addition of organic acids (weak acids require catalytic amounts of mineral acids) produces terpinyl esters, which are subsequently hydrolyzed to terpineol, sometimes in situ.

Aroma threshold values

Detection: 280 to 350 ppb. Aroma characteristics in 1% ethanol: pine-like, woody and resinous with a slight cooling lemon and lime citrus nuance, and a floral dry out.

Taste threshold values

Taste characteristics at 2 to 25 ppm: woody, terpy, lemon and lemon–lime-like with a slight herbal and floral nuance. Taste characteristics at 10 to 25 ppm: citrus woody with a lemon and lime nuance. It has a slight soapy mouthfeel.

General Description

α-Terpineol is a monoterpene alcohol. It is one of the components responsible for the antifungal activity of Melaleuca alternifolia (tea tree) essential oil. The reaction rate constant of α-terpineol with 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.

Flammability and Explosibility

Non flammable

Synthesis

Obtained from terpin hydrate by splitting off water; from pentane tricarboxylic acid by cyclization, followed by esterification to the hydroxy ester, then the unsaturated ester and Grignard to terpineol; also from isoprene and methyl vinyl ketone, using methyl magnesium iodide.

alpha-Terpineol Preparation Products And Raw materials

Raw materials

Preparation Products

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alpha-Terpineol Suppliers

Jiangxi Zhonghuan New Material Co., Ltd.
Tel
0796-8107286 13766287383
Email
2246992030@qq.com
Country
China
ProdList
162
Advantage
58
Jiangxi Baolin Natural Spices Co.Ltd.
Tel
0796-8180428 13576833965
Fax
0796-8116585
Email
1510355607@qq.com
Country
China
ProdList
118
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
Beijing HwrkChemical Technology Co., Ltd
Tel
010-89508211 18501085097
Fax
010-89508210
Email
sales.bj@hwrkchemical.com
Country
China
ProdList
8418
Advantage
55
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44688
Advantage
61
Shanghai Longsheng chemical Co.,Ltd.
Tel
021-58099652-8005 13585536065
Fax
021-58099609
Email
bin.wu@shlschem.com
Country
China
ProdList
9809
Advantage
59
Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696
Email
info@hanhongsci.com
Country
China
ProdList
42958
Advantage
64
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View Lastest Price from alpha-Terpineol manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
alpha-Terpineol 98-55-5
Price
US $56.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000kg/week
Release date
2024-05-21
WUHAN FORTUNA CHEMICAL CO., LTD
Product
alpha-Terpineol 98-55-5
Price
US $0.00/kg
Min. Order
1000kg
Purity
98.0%
Supply Ability
100ton/month
Release date
2023-01-14
Shandong Deshang Chemical Co., Ltd.
Product
alpha-Terpineol 98-55-5
Price
US $10.00-7.00/kg
Min. Order
1kg
Purity
99.99%
Supply Ability
10 tons
Release date
2024-06-07

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