(Z)-4-decenal diethyl acetal

(Z)-4-decenal diethyl acetal is a synthetic organic compound classified within the aldehyde acetals group, recognized for its distinct citrus aroma. This chemical appears as a clear liquid and carries several synonyms including cis-1,1-diethoxy-4-decene and orange acetal. The molecular formula C14H28O2 reflects its structure, comprising a diethyl acetal functional group attached to a decene backbone with a cis configuration. Its sensory properties contribute notably to the characteristic bitter orange scent profile, making it valuable in fragrance formulations. According to PubChem, it is primarily sourced through synthetic organic pathways aimed at replicating natural citrus odors for commercial and industrial use.

(Z)-4-decenal diethyl acetal does not occur naturally in significant amounts but is synthetically produced for use in the fragrance industry. Its biological relevance stems from its olfactory resemblance to certain citrus peel components, specifically bitter orange. It is utilized predominantly as a fragrance agent, imparting aldehydic and citrus notes to various formulations. The compound finds application in perfumes, scented products, and is noted in the International Fragrance Association (IFRA) (Global) standards, which recommend usage levels up to 2% in fragrance concentrates. While it features citrus and herbal aroma profiles, it is not approved for flavor use according to current safety recommendations.

(Z)-4-decenal diethyl acetal exhibits physical properties that influence its use in fragrance formulations. It has a molecular weight of approximately 228.38 g/mol and a relatively high estimated octanol-water partition coefficient (log P) around 4.78, indicating significant lipophilicity. At 25°C, its vapor pressure measures about 0.013 mmHg, classifying it as a moderately volatile compound that slowly evaporates under ambient conditions. The flash point, measured as 218 °C, suggests a stable profile with low flammability at room temperature. The compound is soluble in alcohol, supporting its incorporation in typical solvent bases used in perfumery, but shows limited solubility in water (approximately 1.957 mg/L), reflecting poor aqueous miscibility. Stability in alkaline conditions is suggested but not extensively documented. These physicochemical features affect formulation behavior, longevity, and compatibility with other fragrance ingredients.

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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.
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 (Z)-4-decenal diethyl acetal usage levels up to:
	2.0000 % in the fragrance concentrate.
Recommendation for (Z)-4-decenal diethyl acetal 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 Substance Registry Services (TSCA):73545-19-4

EPA ACToR:Toxicology Data

EPA Substance Registry Services (SRS):Registry

Laboratory Chemical Safety Summary :6442059

National Institute of Allergy and Infectious Diseases:Data

(Z)-1,1-diethoxydec-4-ene

Chemidplus:0073545194

(E)-1,1-diethoxydec-4-ene