3-Methylcyclopentadecanone
[CAS# 541-91-3]

Identification

• Classification: Flavors and spices >> Synthetic spice >> Musk and macrocyclic spices >> Nitro musk
• Name: 3-Methylcyclopentadecanone
• Synonyms: 3-Methyl-1-cyclopentadecanone; Muscone
• Molecular Formula: C₁₆H₃₀O
• Molecular Weight: 238.41
• CAS Registry Number: 541-91-3 (956-82-1)
• EC Number: 208-795-8
• SMILES: CC1CCCCCCCCCCCCC(=O)C1

Properties

• Boiling point: 329 °C

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H315-H319
• Safety Statements: P261-P305+P351+P338

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Eye irritation	Eye Irrit.	2	H319
Skin irritation	Skin Irrit.	2	H315
Specific target organ toxicity - single exposure	STOT SE	3	H335

Discovery and Applications

3-Methylcyclopentadecanone, also known as musk ketone, was first isolated and identified from a natural musk source in the late 19th century. Its unique musky scent and complex molecular structure have attracted widespread interest from chemists and biologists. The discovery of the compound marked a pivotal moment in the understanding of natural fragrances and sparked further exploration of its chemical properties.

The aromatic characteristics of 3-methylcyclopentadecanone were immediately applied to the perfume and fragrance industry. Its unique aroma, reminiscent of natural musk, became a popular raw material for the manufacture of luxury perfumes and colognes. The compound's ability to evoke sensory experiences and enhance fragrance components has solidified its position as a valuable ingredient in perfumes.

In addition to its olfactory appeal, 3-methylcyclopentadecanone exhibits interesting biological activities. Studies have shown that it has a potential role in pheromone signaling between various species, highlighting its importance in animal behavior and communication. In addition, studies have explored its pharmacological properties, indicating its potential applications in medical research and therapeutic interventions.

The versatility of 3-methylcyclopentadecanone extends to industrial applications beyond perfumery. It can be used as a flavoring agent in foods to produce a subtle musky flavor that enhances the culinary experience. Additionally, it is incorporated into cosmetics and personal care products, highlighting its role in enhancing product appeal and consumer satisfaction.

Given its natural origin and biodegradable nature, 3-methylcyclopentadecanone is in line with consumers’ growing preference for sustainable and environmentally friendly products. Its use in formulations that minimize environmental impact reflects the industry’s efforts towards sustainability and responsible business practices.

Ongoing research continues to explore new applications and synthetic methods for 3-methylcyclopentadecanone. Advances in biotechnology and chemical synthesis offer opportunities to improve production methods and expand its applications in different industries, from healthcare to environmental sciences. The compound’s potential in nanotechnology and biomaterials further highlights its versatility and potential to contribute to technological advancements in the future.

References

2024. Application of Gas Chromatography and Gas Chromatography-Mass Spectrometry in Quality Control of Chinese Medicines. Quality Control of Chinese Medicines.
DOI: 10.1007/978-981-99-9871-5_14

2023. Muscone promotes functional recovery by facilitating microglia polarization into M2 phenotype through PPAR-γ pathway after ischemic stroke. Cellular Immunology, 386.
DOI: 10.1016/j.cellimm.2023.104704

2023. Synthetic Musk Fragrances in Seafood: Occurrence, Influence of Culinary Practices, and In Vitro Bioaccessibility. The Handbook of Environmental Chemistry.
DOI: 10.1007/698_2023_999