alpha-allyl-4-methyl-3-cyclohexene methanol

alpha-allyl-4-methyl-3-cyclohexene methanol is an organic compound consisting of eleven carbon atoms, eighteen hydrogen atoms, and one oxygen atom, following the formula C11H18O. This substance is a cyclohexene-based alcohol characterized by a distinctive anise-like odor and flavor reminiscent of sweet fennel and licorice. Alternative names include 1-(4-methylcyclohex-3-en-1-yl)but-3-en-1-ol. It appears as a chemical intermediate rather than a common flavoring or fragrance agent, and its sensory profile includes green and sweet notes associated with anise. The compound can be referenced through the controlled vocabulary entry on PubChem. Sources for this chemical typically involve synthetic organic chemistry routes rather than natural extraction, given its specific structural features. This compound currently serves informational purposes without commercial usage in consumer products.

Biologically, alpha-allyl-4-methyl-3-cyclohexene methanol does not have a widespread occurrence in nature and primarily features in chemical research contexts. Its notable aroma and flavor resembling anise and licorice relate to its potential role in sensory evaluations and analytical studies rather than direct application. According to the FEMA (US) standard, this compound is not approved for use in fragrances or flavors and is documented for informational purposes only. This regulatory status limits its practical utility in consumer products. The compound's cyclohexene alcohol structure could provide interest for synthetic chemists investigating structure-activity relationships or novel olfactory agents but lacks established industrial applications.

alpha-allyl-4-methyl-3-cyclohexene methanol has a molecular weight of approximately 166.26 g/mol. It displays moderate lipophilicity estimated by an XLogP3-AA value of 2.40, suggesting balanced hydrophobic and hydrophilic characteristics. The compound's solubility in water is low yet measurable, around 136.8 mg/L at 25 °C, which may influence its behavior in aqueous formulations. Structurally, the presence of an allylic alcohol and a cyclohexene ring contributes to its chemical reactivity and odor profile. These properties suggest potential sensitivity to oxidation and reactions typical for unsaturated alcohols. The physicochemical profile influences the compound's interaction with solvents, matrices, and sensory receptors, although practical formulation utility is limited due to regulatory constraints.

	1-(4-methylcyclohex-3-en-1-yl)but-3-en-1-ol
NIST Chemistry WebBook:	Search Inchi
Pubchem (cid):	20561535
Pubchem (cas):	NF0633

(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

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:
information only not used for fragrances or flavors
Recommendation for alpha-allyl-4-methyl-3-cyclohexene methanol usage levels up to:
	not for fragrance use.
Recommendation for alpha-allyl-4-methyl-3-cyclohexene methanol flavor usage levels up to:
	not for flavor use.

Safety references

EPI System: View

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Toxicology Citations:Search

Laboratory Chemical Safety Summary :20561535

1-(4-methylcyclohex-3-en-1-yl)but-3-en-1-ol