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dihydro-alpha-terpinyl acetate

Dihydro-alpha-terpinyl acetate is a medium-strength woody-scented ester used primarily as a fragrance agent in perfumery.
Chemical Structure

General Material Description

Dihydro-alpha-terpinyl acetate is a synthetic organic ester with the molecular formula C12H22O2, classified under fragrance compounds. It appears as a liquid with a medium-strength woody odor, complemented by fresh herbal and lime cologne notes. Known by various synonyms such as acetic acid p-menthan-8-ol ester and alpha,alpha-dihydroterpinyl acetate, it is documented in chemical databases like PubChem. The compound is typically derived through esterification of dihydroterpineol with acetic acid. Its sensory profile and physicochemical stability make it suitable for incorporation in diverse fragrance formulations.

Occurrence, Applicability & Potential Uses

Dihydro-alpha-terpinyl acetate does not occur naturally in significant amounts but is valued in the fragrance industry for imparting woody, cedar, pine, cologne, and herbal notes. It is a common ingredient in perfuming agents designed for soaps, shampoos, detergents, and lotions. Its inclusion enhances the longevity and substantivity of woody accords, improving scent persistence over time. The International Fragrance Association (IFRA) (Global) provides guidelines limiting its concentration in fragrance concentrates to ensure safe consumer use, reflecting its recognized applications and regulatory oversight.

Physico-Chemical Properties Summary

This ester exhibits a moderate molecular weight near 198.3 g/mol and presents a boiling point range between 222 and 223 degrees Celsius at standard pressure. Its specific gravity ranges from 0.93 to 0.938 at 25 °C, and refractive indices vary from 1.447 to 1.451 at 20 °C. The compound has an estimated log P value around 4.06, indicating relatively high lipophilicity, which influences its solubility and interaction in formulations. Its vapor pressure at 25 °C is low, approximately 0.103 mmHg, contributing to its moderate volatility and sustained scent release. The flash point is about 100 °C (212 °F), requiring careful handling during manufacturing. Dihydro-alpha-terpinyl acetate dissolves well in alcohols but shows limited water solubility, which affects its dispersion in aqueous preparations. Overall, these physico-chemical attributes support its functional role in fragrance blends.

FAQ

What is dihydro-alpha-terpinyl acetate and what are its main characteristics?
Dihydro-alpha-terpinyl acetate is an organic ester widely used as a fragrance ingredient. It has a woody, herbal odor profile with medium strength and a substantive scent lasting approximately 12 hours at full concentration. Its chemical structure comprises a p-menthan-8-ol acetate moiety, contributing to its characteristic aroma. The compound is liquid at room temperature with moderate volatility and lipophilicity, making it suitable for perfumery and personal care formulations.
How is dihydro-alpha-terpinyl acetate typically used and where does it occur?
This compound is mainly employed in the fragrance industry to impart woody, cedar, pine, cologne, and herbal notes in products like soaps, shampoos, detergents, lotions, and colognes. It is a synthetic ester rather than a natural extract and is selected for its stability and odor substantivity. Its moderate solubility in alcohol facilitates use in various formulations, whereas limited water solubility guides its application in primarily alcohol-based or emulsified products.
What regulations and safety considerations apply to dihydro-alpha-terpinyl acetate?
Dihydro-alpha-terpinyl acetate is regulated by the International Fragrance Association (IFRA) (Global), which recommends maximum usage levels of up to 10% in fragrance concentrates to ensure consumer safety. It is classified as an irritant under European regulations, requiring precautions to avoid skin and eye contact. Toxicological data indicate low dermal toxicity with an LD50 exceeding 5000 mg/kg in rabbit studies. Users are advised to follow safety measures such as wearing protective clothing and to consult material safety data sheets for handling guidance.

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

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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
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2915.39.0000
ChemSpider:View

General Material Information

Preferred name dihydro-alpha-terpinyl acetate
Trivial Name Dihydro-α-terpinyl acetate
Short Description acetic acid p-menthan-8-ol ester
Formula C12 H22 O2
CAS Number 80-25-1
Deleted CAS Number 1384165-34-7
ECHA Number 201-264-1
FDA UNII Search
Nikkaji Number J36.815F
xLogP3-AA 3.40 (est)
NMR Predictor External link
Synonyms
  • acetic acid dihydroterpinyl ester
  • acetic acid p-menthan-8-ol ester
  • acetic acid para-menthan-8-ol ester
  • acetic acid, p-menthan-8-ol ester
  • cyclohexanemethanol, a,a,4-trimethyl-, acetate
  • dihydro alpha-terpinyl acetate
  • a- dihydro terpinyl acetate
  • dihydro-a-terpinyl acetate
  • alpha,alpha- dihydroterpineol acetate
  • alpha,alpha- dihydroterpinyl acetate
  • alpha,alpha-p- menthan-8-ol acetate
  • alpha,alpha-para- menthan-8-ol acetate
  • p- menthan-8-ol, acetate
  • p- menthan-8-yl acetate
  • p-8-menthanyl acetate
  • 2-(4-methylcyclohexyl)propan-2-yl acetate
  • terpineol, dihydro-, acetate, alpha-
  • alpha,alpha,4-trimethyl cyclohexyl methyl acetate
  • 2-(4-methylcyclohexyl)propan-2-yl acetate
  • Cyclohexanemethanol, α,α,4-trimethyl-, 1-acetate
  • p-Menthan-8-ol, acetate
  • Cyclohexanemethanol, α,α,4-trimethyl-, acetate
  • Dihydro-α-terpinyl acetate

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 198.30574035645
Specific gravity @ 25 °C
Pounds per Gallon 7.739 to 7.805
Refractive Index 1.447 to 1.451 @ 20 °C
Boiling Point 222 to 223°C @ 760 mm Hg
Vapor Pressure 0.103 mmHg @ 25 °C
Flash Point TCC Value 100 °C TCC
logP (o/w) 4.057 est
Solubility
alcohol Yes
water, 7.462 mg/L @ 25 °C (est) Yes
water No
Stability
alcoholic lotion Unspecified
antiperspirant Unspecified
deo stick Unspecified
detergent Unspecified
fabric softener Unspecified
hard surface cleaner Unspecified
shampoo Unspecified
soap Unspecified

Organoleptic Properties

Odor Type: Woody
fresh, herbal, woody, lime, cologne, soapy
Odor strength medium
Substantivity 12 hour(s) at 100.00 %
Luebke, William tgsc, (1984) At 100.00 %. fresh herbal woody lime cologne soapy

Potential Uses

Applications
Odor purposes Cedar , Cologne , Herbal , Pine , Woody
Cosmetic purposes Perfuming agents

Safety Information

Safety information

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 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)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
skin-rabbit LD50 > 5000 mg/kg
Food and Cosmetics Toxicology. Vol. 12, Pg. 875, 1974.

Inhalation Toxicity:
Not determined

Safety in use information

Category:
fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for dihydro-alpha-terpinyl acetate usage levels up to:
10.0000 % in the fragrance concentrate.
Recommendation for dihydro-alpha-terpinyl acetate flavor usage levels up to:
not for flavor use.

Safety references

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):80-25-1
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :6631
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
2-(4-methylcyclohexyl)propan-2-yl acetate
Chemidplus:0000080251