beta-Damascenone
[CAS# 23726-93-4]

Identification

• Classification: Flavors and spices
• Name: beta-Damascenone
• Synonyms: (E)-1-(2,6,6-Trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one
• Molecular Formula: C₁₃H₁₈O
• Molecular Weight: 190.28
• CAS Registry Number: 23726-93-4
• EC Number: 245-844-2
• SMILES: C/C=C/C(=O)C1=C(C=CCC1(C)C)C

Properties

• Boiling point: 13 °C (116 mmHg)

Safety Data

• Hazard Symbols: GHS07;GHS09 Warning
• Risk Statements: H315-H317-H411
• Safety Statements: P261-P264-P272-P273-P280-P302+P352-P321-P332+P317-P333+P317-P362+P364-P391-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Chronic hazardous to the aquatic environment	Aquatic Chronic	2	H411
Skin sensitization	Skin Sens.	1	H317
Skin sensitization	Skin Sens.	1A	H317
Skin irritation	Skin Irrit.	2	H315

Discovery and Applications

Beta-Damascenone is a naturally occurring chemical compound first identified in the mid-20th century. It is a type of damascone, a class of compounds known for their significant role in the fragrance industry. Beta-Damascenone is particularly noted for its floral and fruity aroma, which has made it a valuable ingredient in various fragrance formulations.

The discovery of beta-Damascenone was driven by the interest in identifying and characterizing compounds responsible for the complex aromas of flowers and fruits. It was initially isolated from rose oil, where it contributes to the characteristic scent of roses. Its chemical structure, which includes a damascene skeleton with a carbonyl group, is key to its aromatic properties.

One of the primary applications of beta-Damascenone is in the fragrance industry. Its pleasant and versatile scent makes it an essential component in the formulation of perfumes, colognes, and scented products. It is used to impart a rich, rosy, and fruity character to fragrances, enhancing the overall sensory experience of the products. Beta-Damascenone is also used in flavoring, where its aroma can mimic the taste and scent of various fruits and floral notes.

In addition to its use in fragrances and flavorings, beta-Damascenone has applications in the cosmetic industry. It is used in products such as shampoos, lotions, and creams to provide a desirable scent. Its stability and compatibility with other ingredients make it a preferred choice for enhancing the sensory qualities of cosmetic formulations.

The compound’s role extends beyond consumer products. Beta-Damascenone is also used in research to study the mechanisms of scent perception and the synthesis of aroma compounds. Its unique properties and applications highlight its importance in the fields of chemistry and sensory science.

Despite its beneficial uses, the handling of beta-Damascenone should follow safety guidelines to avoid potential hazards associated with high concentrations. Its widespread application in various industries underscores its value and versatility as a chemical compound.

References

2024. Identification of volatile components in Carthamus tinctorius honey using widely-targeted volatilome. *Journal of Food Measurement and Characterization*, 18(5).
DOI: 10.1007/s11694-024-02529-3

2023. Volatile organic compounds produced by some synthetic essential oils as biological fumigants against Botrytis cinerea on apples. *Chemical and Biological Technologies in Agriculture*, 10(1).
DOI: 10.1186/s40538-023-00505-5

2023. The bacterial succession and its role in flavor compounds formation during the fermentation of cigar tobacco leaves. *Bioresources and Bioprocessing*, 10(1).
DOI: 10.1186/s40643-023-00694-9