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laitone

Laitone is a woody-scented compound used mainly as a fragrance and perfuming agent in aromatic formulations.

General Material Description

Laitone, chemically named 1-oxaspiro[4.5]decan-2-one with an 8-(1-methylethyl) substituent, is a spirocyclic ketone compound with molecular formula C12H20O2. It presents as a colorless to pale liquid noted for its woody and herbal aroma, contributing complexity and depth in perfumery. This compound is also referenced under various synonyms such as (E)-8-(1-methylethyl)-1-oxaspiro(4.5)decan-2-one and iso propyl-1-oxaspirodecanone. Laitone is primarily sourced through chemical synthesis and is classified within fragrance ingredients. For comprehensive chemical data, it is linked to controlled vocabulary entries in PubChem. Its use focuses on aromatic formulations where woody notes are desired.

Occurrence, Applicability & Potential Uses

Laitone is not known to occur naturally in significant quantities but is valued for its woody herbal lactone scent profile. Its primary application lies in fragrance development, serving as a perfuming agent to impart persistent woody characteristics to fine fragrances, cosmetics, and personal care products. Despite its pleasant odor, laitone is not approved for use as a flavoring agent according to IFRA (Global) and related standards. The International Fragrance Association (IFRA) governs its safe usage levels within the fragrance industry to avoid adverse effects, ensuring conformity with global safety standards.

Physico-Chemical Properties Summary

Laitone displays physicochemical properties indicative of moderate volatility, with a boiling point between 279 and 281°C at standard atmospheric pressure. It has a low vapor pressure of approximately 0.004 mmHg at 25°C, suggesting limited evaporation under ambient conditions. Its estimated logP value of approximately 2.7 indicates moderate lipophilicity, favoring partitioning into organic phases over aqueous environments. Solubility data show it is soluble in alcohol solvents and slightly soluble in water, measured at about 76 mg/L at 25°C. The compound’s flash point is recorded around 112°C (234°F), implicating standard precautions in handling. These properties collectively guide formulators in controlling volatilization, solubility, and compatibility within complex fragrance matrices.

FAQ

What is laitone and what are its main characteristics?
Laitone is a synthetic chemical compound belonging to the spirocyclic ketone family, known chemically as 1-oxaspiro[4.5]decan-2-one with an 8-(1-methylethyl) group. It is recognized chiefly for its woody and herbal odor profile, often described as a lactone-type scent. The compound appears as a clear liquid with a molecular weight near 196 g/mol and is used primarily as a fragrance ingredient in perfumery.
Where is laitone used and how is it applied in fragrances?
Laitone is utilized almost exclusively as a perfuming agent within the fragrance industry. Its woody aromatic qualities lend depth and persistence to perfumes, colognes, and scented personal care products. It is incorporated into formulations at controlled concentrations following IFRA (Global) safety guidelines, ensuring the compound contributes to fragrance profiles without compromising product safety or stability.
What regulations govern the use of laitone, and where can safety information be found?
Regulatory frameworks such as IFRA (Global) provide guidance on the permissible use levels of laitone in fragrance products, reflecting assessments of its safety in topical applications. Although there are no specific hazard classifications under OSHA standards, safety assessments and toxicological data have been conducted by the Research Institute for Fragrance Materials (RIFM). Complete safety information and exposure data are accessible through authoritative databases including PubChem and the EPA’s Substance Registry Services. Laitone is not approved for flavoring use, and it must be handled within established regulatory parameters.

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

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Literature & References

8-propan-2-yl-4-oxaspiro[4.5]decan-3-one
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:4625-90-5
Pubchem (cid):6452049
Pubchem (sid):135250995
Publications by US Patents
4,519,944 - Spirolactones as odorants

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
ChemSpider:View
Wikipedia:View

General Material Information

Trivial Name laitone
Short Description 1-oxaspiro[4.5]decan-2-one, 8-(1-methylethyl)-
Formula C12 H20 O2
CAS Number 4625-90-5
FDA UNII Search
xLogP3-AA 2.90 (est)
NMR Predictor External link
Synonyms
  • (E)-8-(1-methyl ethyl)-1-oxaspiro(4.5)decan-2-one
  • trans-8-(1-methyl ethyl)-1-oxaspiro(4.5)decan-2-one
  • (E)-8-(1-methylethyl)-1-oxaspiro(4.5)decan-2-one
  • trans-8-(1-methylethyl)-1-oxaspiro(4.5)decan-2-one
  • 8-propan-2-yl-4-oxaspiro[4.5]decan-3-one
  • 8-iso propyl-1-oxaspiro[4.5]decan-2-one
  • iso propyl-1-oxaspirodecanone
  • 1-oxa spiro[4.5]decan-2-one, 8-(1-methylethyl)-

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 196.28979492188
Boiling Point 279 to 281°C @ 760 mm Hg
Vapor Pressure 0.004 mmHg @ 25 °C
Flash Point TCC Value 112.3 °C TCC
logP (o/w) 2.745 est
Solubility
alcohol Yes
water, 76.27 mg/L @ 25 °C (est) Yes
water No

Organoleptic Properties

Odor Type: Woody
woody, herbal, celery, lactonic
General comment At 100.00 %. woody herbal celery lactone

Safety Information

Safety information

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:
Not determined
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 laitone flavor usage levels up to:
not for flavor use.

Safety references

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :6452049
National Institute of Allergy and Infectious Diseases:Data
8-propan-2-yl-4-oxaspiro[4.5]decan-3-one
Chemidplus:0004625905