hexahydrotetramethyl methanonaphthalen-8-one

Hexahydrotetramethyl methanonaphthalen-8-one is a tricyclic ketone with molecular formula C₁₅H₂₄O, recognized by its CAS number 29461-13-0. This compound appears as a colorless to pale liquid with a distinctive woody and patchouli-like odor profile. It is known by several synonyms including iso longifolanone and 2,2,7,7-tetramethyltricyclo[6.2.1.0_1,6]undecan-5-one. Its structure and properties are documented in authoritative sources such as PubChem, where detailed chemical and toxicological information is available. Hexahydrotetramethyl methanonaphthalen-8-one is primarily sourced through synthetic organic processes and utilized extensively in fragrance formulations within the cosmetic industry due to its stable and pleasant olfactory characteristics.

This compound is predominantly used as a fragrance agent, imparting woody notes to various perfuming compositions. It does not naturally occur in significant concentrations but is synthetically produced for commercial use. Its application spans fine fragrances and personal care products where a long-lasting woody aroma is desirable. The compound's incorporation into formulae is subject to adherence to IFRA (Global) standards, which recommend usage limits to ensure safety in consumer products. Although used mainly for perfuming, it is not authorized for flavor applications. Its chemical stability and compatibility make it a valuable ingredient for enhancing fragrance complexity and longevity.

Hexahydrotetramethyl methanonaphthalen-8-one exhibits a molecular weight of approximately 220 g/mol and demonstrates moderate hydrophobicity, with an estimated log P value of 4.175, indicating significant lipophilicity. It has a boiling point near 286 to 287 °C at atmospheric pressure and a flash point around 120 °C (248 °F), signifying relative thermal stability for handling and storage. The compound's specific gravity ranges from 1.00 to 1.01 at 20 °C, while its refractive index lies between 1.5 and 1.508 at the same temperature. Its vapor pressure is low, approximately 0.003 mmHg at 25 °C, consistent with its low volatility. Solubility data indicate solubility in alcohol and limited solubility in water, supporting its use in predominantly organic solvent-based fragrance systems.

(IUPAC):	Atomic Weights of the Elements 2011 (pdf)
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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.
Human Experience:
Undiluted liquid may cause skin and eye irritation
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 hexahydrotetramethyl methanonaphthalen-8-one usage levels up to:
	8.0000 % in the fragrance concentrate.
Recommendation for hexahydrotetramethyl methanonaphthalen-8-one flavor usage levels up to:
	not for flavor use.

Safety references

EPI System: View

AIDS Citations:Search

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Toxicology Citations:Search

EPA ACToR:Toxicology Data

EPA Substance Registry Services (SRS):Registry

Laboratory Chemical Safety Summary :90978

National Institute of Allergy and Infectious Diseases:Data

WGK Germany:2

2,2,8,8-tetramethyl-octahydro-1H-2,4a-methanonapthalene-10-one

Chemidplus:0029461130