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(Z)-12-musk decenone

(Z)-12-musk decenone is a musk-scented organic compound used as a fragrance agent with a molecular formula of C15H26O2.
Chemical Structure

General Material Description

(Z)-12-musk decenone, also known by synonyms such as (12Z)-oxacyclohexadec-12-en-2-one and (Z)-habanolide, is a macrocyclic musk chemical with the molecular formula C15H26O2. This compound appears as a clear substance notable for its characteristic musk odor. Classified within organic lactones, it is widely employed in the fragrance industry due to its musk-like scent profile that enhances various perfume compositions. Its chemical structure includes a 16-membered ring lactone with a Z-configured double bond, which influences its volatility and odor potency. The compound is sourced through synthetic organic chemistry routes rather than from natural sources. Detailed information about its chemical identity is available in standard databases such as PubChem.

Occurrence, Applicability & Potential Uses

(Z)-12-musk decenone occurs as a synthetic musk used primarily in fragrance formulations to impart warm, animalic, and musky notes. It is widely recognized within fragrance and flavor regulatory frameworks, including the IFRA (Global) standards, which govern use limits for safety and product quality. Its musk scent lends complexity to perfumes with accords ranging from floral and woody to oriental and powdery themes. In addition to perfumery, the compound finds minor application in flavoring, although its use as a flavor additive is generally not recommended or authorized. Its versatility extends to use as a replacement for natural musk-like ingredients in various aroma blends, enhancing the sensory appeal and diffusion characteristics of consumer products.

Physico-Chemical Properties Summary

(Z)-12-musk decenone is characterized by a relatively high boiling point near 383 to 384°C at standard atmospheric pressure, marking it as a thermally stable compound suitable for heated processes during formulation. It has an estimated logP of approximately 4.95, indicating considerable lipophilicity, which correlates with limited water solubility—measured near 1.859 mg/L at 25°C—and good solubility in alcohols. These features influence its behavior in formulations, favoring oil-based or solvent-containing systems where it can be effectively dispersed. The estimated flash point of 161°C (322°F) suggests moderate flammability risk under controlled use conditions. These physicochemical traits are pivotal when determining compatibility and stability in complex fragrance matrices.

FAQ

What is (Z)-12-musk decenone and what are its primary characteristics?
(Z)-12-musk decenone is a synthetic macrocyclic musk compound known for its musk odor profile. Chemically identified as (12Z)-oxacyclohexadec-12-en-2-one, it features a 16-membered lactone ring with a defined double bond configuration. It primarily serves as a fragrance ingredient providing a warm, musky note in perfumes. The compound is a clear substance with a molecular formula C15H26O2 and a molecular weight of about 238.37 g/mol.
How is (Z)-12-musk decenone used and where does it commonly appear?
(Z)-12-musk decenone is extensively utilized as a musk scent agent in fragrance formulations. It appears in various perfume compositions contributing musk, floral, woody, and animalic nuances. Although primarily a fragrance agent, its presence in flavoring applications is minimal and generally not recommended. The compound is synthetically produced and incorporated into products adhering to global fragrance safety standards such as IFRA (Global). Its physicochemical properties allow it to be used effectively in alcohol-based perfume bases.
What safety and regulatory considerations apply to (Z)-12-musk decenone?
(Z)-12-musk decenone is currently not classified with any hazard under OSHA HCS (US) regulations, indicating an absence of recognized immediate dangers in handling or use. Safety assessments, including those by RIFM, support its categorization as a fragrance ingredient with low toxicity in standard uses. However, IFRA (Global) provides specific guidelines and usage limits to ensure safe consumer exposure. The compound is not approved for flavor uses, aligning with regulatory recommendations. Data repositories such as the EPA Substance Registry and NLM ChemIDplus catalog references for further toxicological and exposure information.

US / EU / FDA / JECFA / FEMA / Scholar / Patents

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Other Information

General Material Information

Preferred name (Z)-12-musk decenone
Trivial Name (12Z)-Oxacyclohexadec-12-en-2-one
Short Description (Z)-habanolide
Formula C15 H26 O2
CAS Number 111879-79-9
FDA UNII 88LWK3MR1Y
xLogP3-AA 5.20 (est)
NMR Predictor External link
Synonyms
  • (12Z)-1-oxa cyclohexadec-12-en-2-one
  • (12Z)-oxa cyclohexadec-12-en-2-one
  • oxa cyclohexadec-12-en-2-one, (12Z)-
  • (Z)-12-oxa cyclohexadecen-2-one
  • (Z)- habanolide
  • (12Z)-1-oxacyclohexadec-12-en-2-one
  • Oxacyclohexadec-12-en-2-one, (12Z)-
  • Oxacyclohexadec-12-en-2-one, (Z)-
  • (12Z)-Oxacyclohexadec-12-en-2-one

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 238.37062072754
Boiling Point 383 to 384°C @ 760 mm Hg
Flash Point TCC Value 161.2 °C TCC
logP (o/w) 4.947 est
Solubility
alcohol Yes
water, 1.859 mg/L @ 25 °C (est) Yes
water No

Organoleptic Properties

Odor Type: Musk
musk
General comment At 100.00 %. musk

Safety Information

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)-12-musk decenone flavor usage levels up to:
not for flavor use.

Safety references

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):111879-79-9
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
National Institute of Allergy and Infectious Diseases:Data
(12Z)-1-oxacyclohexadec-12-en-2-one
Chemidplus:0111879799