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    General Material Information
  2. 2.
    PhysChem Properties
  3. 3.
    Occurrences
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    Organoleptic Properties
  5. 5.
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alpha-terpineol

Chemical Structure

General Material Information

Preferred name alpha-terpineol
Trivial Name α-Terpineol
Short Description 2-(4-methyl-3-cyclohexen-1-yl)-2-propanol
Formula C10 H18 O
CAS Number 98-55-5
Deleted CAS Number 22347-88-2
FEMA Number 3045
ECHA Number 202-680-6
FDA UNII 21334LVV8W
Nikkaji Number J3.984E
Beilstein Number 1906604
MDL MFCD00001557
COE Number 62
xLogP3-AA 1.80 (est)
Bio Activity Summary External link
NMR Predictor External link
JECFA Food Flavoring 366 alpha-terpineol
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 98-55-5 ; ALPHA-TERPINEOL
Synonyms
  • 3-cyclohexene-1-methanol, a,a,4-trimethyl-
  • lindenol (IFF)
  • p- menth-1-en-8-ol
  • para- menth-1-en-8-ol
  • 1-p- menthen-8-ol
  • 1-para- menthen-8-ol
  • 2-(4-methyl-1-cyclohex-3-enyl)propan-2-ol
  • 2-(4-methyl-3-cyclohexen-1-yl)-2-propanol
  • 2-(4-methyl-3-cyclohexenyl)-2-propanol
  • 1-methyl-4-isopropyl-1-cyclohexen-8-ol
  • 1-methyl-4-isopropyl-1-cyclohexene-8-ol
  • 2-(4-methyl-cyclohex-3-enyl)-propan-2-ol
  • 2-(4-methylcyclohex-3-en-1-yl)propan-2-ol
  • 2-(4-methylcyclohex-3-enyl)propan-2-ol
  • alpha- terpilenol
  • .alpha.- terpineol
  • 1-a- terpineol
  • a- terpineol
  • DL-alpha- terpineol
  • alpha- terpineol (NQ) (natural)
  • terpineol –alpha
  • terpineol 318 type (terpineol N)
  • terpineol 350
  • terpineol alpha
  • terpineol alpha laevo
  • terpineol alpha nat
  • terpineol alpha natural
  • terpineol alpha purified natural
  • alpha- terpineol coeur
  • terpineol crystals
  • alpha- terpineol extra
  • alpha- terpineol natural
  • terpineol normal
  • alpha- terpineol P and F laevo
  • alpha- terpineol P&F FCC
  • alpha- terpineol PFQ
  • terpineol schlechthin
  • alpha- terpineol super
  • alpha- terpineol super FCC
  • terpineol supra
  • alpha- terpineol supra
  • alpha- terpineol synthetic
  • tilianol NP (PFW)
  • tilianol super (PFW)
  • (1)-alpha,alpha,4-trimethyl cyclohex-3-ene-1-methanol
  • alpha,alpha,4-trimethyl-3-cyclohexene-1-methanol
  • (1)-alpha,alpha,4-trimethylcyclohex-3-ene-1-methanol
  • 2-(4-methyl-1-cyclohex-3-enyl)propan-2-ol
  • 3-Cyclohexene-1-methanol, α,α,4-trimethyl-
  • p-Menth-1-en-8-ol
  • α,α,4-Trimethyl-3-cyclohexene-1-methanol
  • α-Terpineol
  • 1-p-Menthen-8-ol
  • 2-(4-Methyl-3-cyclohexenyl)-2-propanol
  • 8-Hydroxy-p-menth-1-ene
  • PC 593
  • dl-α-Terpineol
  • (±)-α-Terpineol
  • NSC 21449
  • NSC 403665
  • 4-(2-Hydroxy-2-propyl)-1-methylcyclohexene
  • Pine Oil 593
  • 1,1-Dimethyl-1-(4-methylcyclohex-3-enyl)methanol
  • Mil 350
  • 2-(4-Methylcyclohex-3-en-1-yl)propan-2-ol

US / EU / FDA / JECFA / FEMA / Scholar / Patents

Google Scholar Start search
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Google Patents Start search
Perfumer & Flavorists Start search
EU Patents Start search
PubMeb Start search
NCBI Start search

Literature & References

Leffingwell:Chirality or Article
2-(4-methyl-1-cyclohex-3-enyl)propan-2-ol
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:98-55-5
Pubchem (cid):17100
Pubchem (sid):135017993
Flavornet:98-55-5
Pherobase:View
Publications by Info
Volatile Flavor Components in Bogyojosaeng and Suhong Cultivars of Strawberry (Fragaria ananassa Duch.)
Publications by PubMed
Cashew volatiles mediate short-range location responses in Pseudotheraptus wayi (Heteroptera: Coreidae).
Antioxidative properties and inhibition of key enzymes relevant to type-2 diabetes and hypertension by essential oils from black pepper.
Essential oils from five species of Annonaceae from Vietnam.
Isolation and identification of host cues from mango, Mangifera indica, that attract gravid female oriental fruit fly, Bactrocera dorsalis.
Effect of the method of preparation on the composition and cytotoxic activity of the essential oil of Pituranthos tortuosus.
Specialist leaf beetle larvae use volatiles from willow leaves infested by conspecifics for reaggregation in a tree.
Analysis of Mount Atlas mastic smoke: a potential food preservative.
Mechanistic and kinetic insights into the thermally induced rearrangement of alpha-pinene.
Chemical constituents and larvicidal property of the essential oil of Blumea mollis (D. Don) Merr. against Culex quinquefasciatus.
Monoterpene-induced molecular responses in Arabidopsis thaliana.
Diurnal variation of walnut tree volatiles and electrophysiological responses in Cydia pomonella (Lepidoptera: Tortricidae).
Odor-mediated push-pull pollination in cycads.
Analysis of defensive responses activated by volatile allo-ocimene treatment in Arabidopsis thaliana.
Volatile C6-aldehydes and Allo-ocimene activate defense genes and induce resistance against Botrytis cinerea in Arabidopsis thaliana.
Chemical characterization and antifungal activity of essential oil of capitula from wild Indian Tagetes patula L.
Anticonvulsant activity and chemical composition of Artemisia dracunculus L. essential oil.
The essential oil of Apium graveolens var. secalinum and its cercaricidal activity.
[Experimental effect of alloocimene on soft tissue wound].
ALLOOCIMENE: ABSENCE IN CIGARETTE SMOKE.

Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):View
CHEBI:View
CHEMBL:View
Metabolomics Database:Search
UM BBD:Search
KEGG (GenomeNet):C16772
HMDB (The Human Metabolome Database):HMDB04043
FooDB:FDB014416
YMDB (Yeast Metabolome Database):YMDB01373
Export Tariff Code:2906.19.3000
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
Formulations/Preparations:
grades: technical; perfumery; extra; prime; food chemical codex terpineol

Suppliers

Advanced Biotech Alfa Biotechnology
Ambles Nature et Chimie Anhui Haibei
Astral Extracts Aurochemicals
Axxence Aromatic Azelis UK
Beijing Lys Chemicals Berjé
BOC Sciences Citrus and Allied Essences
Coompo Creatingperfume.com
De Monchy Aromatics DRT Terpenes
ECSA Chemicals Ernesto Ventós
Excellentia International ExtraSynthese
Firmenich Fleurchem
Florida Chemical Foreverest Resources
Fuzhou Farwell Global Essence
IFF Indenta Group
Indukern F&F Jiangyin Healthway
K.L. Koh Enterprise Keva
Lluch Essence M&U International
Mane Mentha & Allied Products
Nectar Lifesciences Nippon Terpene Chemicals
Odowell Co.,ltd PCW France
Pearlchem Corporation Pell Wall Perfumes
Penta International PerfumersWorld
Perfumery Laboratory Phoenix Aromas & Essential Oils
Prodasynth Reincke & Fichtner
Robertet Santa Cruz Biotechnology
Sigma-Aldrich Silverline Chemicals
SRS Aromatics Sunaux International
Symrise Taytonn ASCC
TCI AMERICA Tengzhou Xiang Yuan Aroma Chemicals
The Good Scents Company The John D. Walsh Company
The Lermond Company The Perfumers Apprentice
United International Vigon International
Xiamen Doingcom Chemical Advanced Biotech. Inc.
Axxence Aromatic GmbH Azelis UK Ltd.
Beijing Lys Chemicals Co, LTD. Berje Inc.
Firmenich Inc. Fleurchem, Inc.
Foreverest Resources Ltd. Global Essence Inc.
Indukern, S.A. F&F Ingredients Division Jiangyin Healthway International Trade Co., Ltd
Lluch Essence S.L. M&U International LLC
Penta International Corporation PerfumersWorld Ltd.
Robertet, Inc. SRS Aromatics Ltd
Symrise AG Taytonn ASCC Pte Ltd
The John D. Walsh Company, Inc Qingdao Free Trade Zone United International Co Ltd
Ernesto Ventós S.A.

PhysChem Properties

Material listed in food chemical codex Yes
Molecular weight 154.2526550293
Specific gravity @ 25 °C
Pounds per Gallon 7.739 to 7.788
Refractive Index 1.474 to 1.486 @ 20 °C
Melting Point 40 to 41°C @ 760 mm Hg
Boiling Point 214 to 218°C @ 760 mm Hg
Boiling Point 136 to 137°C @ 50 mm Hg
Vapor Pressure 0.028 mmHg @ 25 °C
Vapor Density 5.3
Flash Point TCC Value 88.33 °C TCC
logP (o/w) 2.67
Shelf life 24 months (or longer if stored properly.)
Storage notes Store in cool, dry place in tightly sealed containers, protected from heat and light.
Solubility
alcohol Yes
kerosene Yes
paraffin oil Yes
water, 710 mg/L @ 25 °C (exp) Yes
water No
Stability
alcoholic lotion Unspecified
deo stick Unspecified
detergent perborate Unspecified
fabric softener Unspecified
hair spray Unspecified
hard surface cleaner Unspecified
liquid detergent Unspecified
non-discoloring in most media Unspecified
shampoo Unspecified
soap Unspecified

Organoleptic Properties

Odor Type: Terpenic
pine, terpenic, lilac, citrus, woody, floral, resinous, cooling, lemon, lime
Odor strength medium
Substantivity 20 hour(s) at 100.00 %
General comment At 100.00 %. pine terpene lilac citrus woody floral
Mosciano, Gerard P&F 22, No. 4, 75, (1997) At 1.00 % in ethyl alcohol. Pine-like, woody and resinous with a slight cooling lemon and lime citrus nuance, and a floral dry out
Flavor Type: Citrus
citrus, woody, lemon, lime, soapy
General comment Citrus woody lemon lime soapy
Mosciano, Gerard P&F 22, No. 4, 75, (1997) At 10.00 - 25.00 ppm. Citrus woody with a lemon and lime nuance. It has a slight soapy mouth feel
TERPINEOL ALPHA complements its typical floral notes with a nice citrus-woody profile and lemon and lime nuances. It is excellent for citrus, tropical fruits, apple, tomato and coffee flavors. Delicately floral and sweet of lilac type notes

Occurrences

Potential Uses

Applications
Odor purposes Acacia, Aldehydic, Almond, Amber, Anise, Apple blossom, Apricot, Balsam, Bay rum, Bayberry, Bergamot, Bluebell, Bois de rose, Bouquet, Bubble gum, Cajeput, Cardamom oil replacer, Carnation, Cassia, Cedarwood, Cherry, Christmas, Cinnamon, Citrus, Clary sage oil replacer, Clover, Country meadow, Crabapple blossom, Cubeb, Cypress oil replacer, Dillenia, Elder flower, Eucalyptus oil replacer, Evergreen, Fagonia, Fern, Fig, Fir needle oil replacer, Floral, Frangipani plumeria, Fresh outdoors, Gardenia, Genet, Geranium, Grape, Grapefruit, Green, Green grass, Greenhouse, Hawthorn, Herbal, Hollyberry, Honeysuckle, Hyacinth, Jasmin, Jonesia, Juniper, Juniper berry, Lavandin, Lavender, Leather, Lemon, Lemongrass, Licorice, Lilac, Lily, Lily of the valley, Lime, Linaloe wood, Linden flower, Lotus, Lovage root, Lychee, Mace, Magnolia, Mango, Mimosa, Mulberry, Musk, Narcissus, Neroli, Niaouli, Nutmeg, Orange, Orange blossom, Passion fruit, Peach, Pennyroyal, Peony, Petitgrain, Pine forest, Pineapple, Plum mirabelle plum, Potpourri, Powder, Rain, Raspberry, Rose, Sandalwood, Sassafras, Snake root, Spearmint, Spice, Sweet pea, Tea green tea, Thyme oil white replacer, Tuberose, Valerian, Valerian, Wallflower, Wintergreen, Wisteria, Woody
Flavoring purposes Cajeput, Cubeb, Linaloe wood, Lovage root, Pennyroyal, Snake root, Valerian, Valerian
Other purposes Lux beauty shower soap, Strawberry leaf, Tide
Cosmetic purposes Perfuming agents

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
Xi - Irritant
R 36/38 - Irritating to skin and eyes.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36 - Wear suitable protective clothing.
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
Skin irritation (Category 2), H315
Eye irritation (Category 2A), H319
Specific target organ toxicity - single exposure (Category 3), Respiratory system, H335
GHS Label elements, including precautionary statements
Pictogramexclamation-mark.jpg
Signal word Warning
Hazard statement(s)
H315 - Causes skin irritation
H319 - Causes serious eye irritation
H335 - May cause respiratory irritation
Precautionary statement(s)
P261 - Avoid breathing dust/fume/gas/mist/vapours/spray.
P264 - Wash skin thouroughly after handling.
P271 - Use only outdoors or in a well-ventilated area.
P280 - Wear protective gloves/protective clothing/eye protection/face protection.
P302 + P352 - IF ON SKIN: wash with plenty of soap and water.
P304 + P340 - IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305 + P351 + P338 - IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P312 - Call a POISON CENTER or doctor/physician if you feel unwell.
P321 - Specific treatment (see supplemental first aid instructions on this label).
P331 - Do NOT induce vomiting.
P337 + P313 - IF eye irritation persists: Get medical advice/attention.
P362 - Take off contaminated clothing and wash before reuse.
P403 + P233 - Store in a well-ventilated place. Keep container tightly closed.
P405 - Store locked up.
P501 - Dispose of contents/ container to an approved waste disposal plant.
Human Experience:
4 % solution: no irritation or sensitization.
Oral/Parenteral Toxicity:
oral-rat LD50 4300 mg/kg
(Moreno, 1971)

gavage-mouse LD50 [sex: M] 2830 mg/kg
(Yamahara et al., 1985)

intramuscular-mouse LD50 2000 mg/kg
Journal of Scientific and Industrial Research, Section C: Biological Sciences. Vol. 21, Pg. 342, 1962.

oral-rat LD50 5170 mg/kg
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 31(2), Pg. 29, 1987.

oral-mouse LD50 2830 mg/kg
Chemical and Pharmaceutical Bulletin. Vol. 33, Pg. 1669, 1985.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
maximum skin levels for fine fragrances:
5.7000 % and are based on the assumption that the fragrance mixture is used at 20% in a consumer product (IFRA Use Level Survey).(IFRA, 2004)
Recommendation for alpha-terpineol usage levels up to:
30.0000 % in the fragrance concentrate.
use level in formulae for use in cosmetics:
2.8500 %
Dermal Systemic Exposure in Cosmetic Products:
0.0726 mg/kg/day (IFRA, 2004)
Maximised Survey-derived Daily Intakes (MSDI-EU): 2600.00 (μg/capita/day)
Structure Class: I
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 3. Update in publication number(s): 29
Click here to view publication 3
average usual ppmaverage maximum ppm
baked goods: 16.0000020.00000
beverages(nonalcoholic): 3.000005.00000
beverages(alcoholic): 1.5000010.00000
breakfast cereal: --
cheese: --
chewing gum: 13.000001000.00000
condiments / relishes: 26.0000045.00000
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: 9.0000016.00000
fruit ices: --
gelatins / puddings: 12.0000016.00000
granulated sugar: --
gravies: 3.000006.00000
hard candy: 11.0000017.00000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: 5.0000011.00000
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: 13.00000500.00000
soups: --
sugar substitutes: --
sweet sauces: --

Safety references

European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) related to Flavouring Group Evaluation 18 (FGE.18): Aliphatic, alicyclic and aromatic saturated and unsaturated tertiary alcohols, aromatic tertiary alcohols and their esters from chemical group 6
View page or View pdf

Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) related to Flavouring Group Evaluation 23 (FGE.23): Aliphatic, alicyclic and aromatic ethers including anisole derivatives From chemical groups 15, 16 and 26 (Commission Regulation (EC) No 1565/2000 of 18 July 2000
View page or View pdf

Flavouring Group Evaluation 59 (FGE.59): Consideration of aliphatic and aromatic ethers evaluated by JECFA (61st meeting) structurally related to aliphatic, alicyclic and aromatic ethers including anisole derivatives evaluated by EFSA in FGE.23 (2006) (Commission Regulation (EC) No 1565/2000 of 18 July 2000) - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC)
View page or View pdf

Flavouring Group Evaluation 23, Revision 1 (FGE.23Rev1): Aliphatic, alicyclic and aromatic ethers including anisole derivatives from chemical groups 15, 16, 26 and 30[1] - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf

Flavouring Group Evaluation 18, Revision 1 (FGE. 18 Rev1)[1] : Aliphatic, alicyclic and aromatic saturated and unsaturated tertiary alcohols, aromatic tertiary alcohols and their esters from chemical groups 6 and 8
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 90 (FGE.90): Consideration of Aliphatic, acyclic and alicyclic terpenoid tertiary alcohols and structurally related substances evaluated by JECFA (68th meeting)FGE.18Rev1 (2009)
View page or View pdf

EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):98-55-5
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :17100
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
2-(4-methyl-1-cyclohex-3-enyl)propan-2-ol
Chemidplus:0000098555
RTECS:WZ6700000 for cas# 98-55-5