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leafy oxime
Leafy oxime, or stemone, is a green, natural fragrance compound valued for its fresh, leafy nuance and use as a modifier in perfumery.
General Material Description
Leafy oxime, also known by its trivial name stemone, is an organic compound with the molecular formula C8H17ON. It appears as a liquid with a characteristic green, natural, and fresh odor profile that is leafy and powerful. This fragrance ingredient is recognized for imparting a natural freshness and complexity to scents, often described as bridging the nuances of galbanum and fig leaf aroma. The compound is referenced under multiple synonyms including ethyl 2-methyl butyl ketoxime and 5-methyl heptan-3-one oxime, facilitating identification across various databases such as PubChem. Leafy oxime is produced synthetically and is primarily used in fragrance formulations, sourced through chemical manufacturing processes aligned with industry standards.
Occurrence, Applicability & Potential Uses
Leafy oxime is not widely known as a naturally occurring substance in biological systems but is primarily synthesized for use in fragrance compositions. It is highly valued in perfuming agents for its ability to impart fresh green notes reminiscent of galbanum, fig leaves, and other botanical aromas. This compound effectively modifies and modernizes green fragrance profiles, enhancing notes such as lily-of-the-valley, narcissus, mandarin, grapefruit, black currant, and tomato. Its prominent application is as a fragrance modifier, improving both naturalness and complexity in scent blends. Usage levels are regulated by IFRA (Global), which recommends up to 5% concentration in fragrance concentrates, ensuring safe application within cosmetic products.
Physico-Chemical Properties Summary
Leafy oxime possesses a moderate molecular weight of approximately 143.23 g/mol and demonstrates a slightly lipophilic character with an estimated logP around 2.5. The compound has a specific gravity near 0.89 at 25 °C and a refractive index ranging from 1.45 to 1.455 at 20 °C. Its vapor pressure is low, approximately 0.041 mmHg at 25 °C, supporting moderate volatility suitable for fragrance release without rapid evaporation. These physicochemical parameters contribute to its substantivity, allowing scent longevity of about 16 hours at full concentration. The flash point is estimated at 95 °C (203 °F), indicating moderate flammability precautions during handling. Leafy oxime is soluble in alcohol and sparingly soluble in water, favourable traits for incorporation into diverse fragrance matrices including alcohol-based perfumes.
FAQ
What is leafy oxime and what are its characteristic properties?
Leafy oxime, also known as stemone, is an organic compound used predominantly as a fragrance ingredient. It is characterized by a green, natural, and fresh odor with leafy and powerful nuances. The compound features medium odor strength and substantivity lasting around 16 hours at pure concentration. Chemically, it is an oxime derivative with the formula C8H17ON and exhibits moderate lipophilicity and volatility, contributing to its use in perfumery.
How is leafy oxime used and where is it typically applied?
Leafy oxime is widely utilized in perfuming agents to impart and enhance green, fresh, and natural notes. It modifies scents by adding complexity to fragrance themes including lily-of-the-valley, narcissus, mandarin, fig leaves, grapefruit, black currant, and tomato. This compound serves as a powerful green note modifier and is employed in cosmetic fragrances, personal care products, and fine perfumes. It is synthesized chemically and incorporated at concentrations recommended by regulatory guidelines.
What regulations apply to leafy oxime and how is it sourced?
Leafy oxime is subject to usage guidelines from IFRA (International Fragrance Association, global), which currently recommends maximum concentration levels of up to 5% in fragrance formulations. It is classified as an irritant according to European regulations, warranting precautions such as avoiding skin and eye contact during handling. The compound is synthetically manufactured by speciality chemical suppliers and complies with standards such as REACH (EU) for safety and environmental considerations. Regulatory documents like safety data sheets provide detailed information for safe use.
US / EU / FDA / JECFA / FEMA / Scholar / Patents
| Google Scholar | Start search |
| Google Books | Start search |
| Google Patents | Start search |
| Perfumer & Flavorists | Start search |
| EU Patents | Start search |
| PubMeb | Start search |
| NCBI | Start search |
Other Information
| (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 |
| ChemSpider: | View |
General Material Information
| Preferred name | leafy oxime |
| Trivial Name | Stemone |
| Short Description | stemone (Givaudan) |
| Formula | C8 H17 O N |
| CAS Number | 22457-23-4 |
| ECHA Number | 245-010-8 |
| FDA UNII | XHN6C9A7U3 |
| Beilstein Number | 1923529 |
| MDL | MFCD03938986 |
| xLogP3-AA | 2.50 (est) |
| Bio Activity Summary | External link |
| NMR Predictor | External link |
| Synonyms |
|
Suppliers
PhysChem Properties
| Material listed in food chemical codex | No |
| Molecular weight | 143.22969055176 |
| Specific gravity | @ 25 °C |
| Pounds per Gallon | 7.372 to 7.414 |
| Specific gravity | @ 25 °C |
| Pounds per Gallon | 7.364 to 7.406 |
| Refractive Index | 1.45 to 1.455 @ 20 °C |
| Vapor Pressure | 0.041 mmHg @ 25 °C |
| Flash Point TCC Value | 95 °C TCC |
| logP (o/w) | 2.512 est |
| Solubility | |
| alcohol | Yes |
| water, 1014 mg/L @ 20 °C (exp) | Yes |
| Stability | |
| cosmetics | Unspecified |
| detergent | Unspecified |
| soap | Unspecified |
Organoleptic Properties
| Odor Type: Green | |
| galbanum, fig, leafy, green, weedy, cortex | |
| Odor strength | medium |
| Substantivity | 16 hour(s) at 100.00 % |
| Luebke, William tgsc, (1986) | At 100.00 %. galbanum fig leaf green weedy cortex |
| Stemone imparts a natural and fresh nuance to fragrance notes such as lily-of-the-valley, narcissus, mandarin, fig leaves, grapefruit, black currant and tomato. It is an excellent modifier that strengthens and modernises green notes. | Green, Natural, Leafy, Fresh, Powerful |
| Blends-well-with - +Galbanum +Pineapple | Herbaceous citrusy lemon |
| Description from Givaudan: “Green, Natural, Leafy, Fresh, Powerful. Imparts a natural and fresh nuance to fragrance notes such as lily-of-the-valley, narcissus, mandarin, fig leaves, grapefruit, black currant and tomato. It is an excellent modifier that strengthens and modernises green notes.” Arcadi Boix Camps describes the scent of this material as “somewhere between galbanum and fig leaves absolute” | Green-leafy, galbanum, fig, fresh, natural |
| General comment | GREEN, POWERFUL, FRESH, IVY |
Potential Uses
| Applications | |
| Odor purposes | Cortex , Currant black currant , Fig , Galbanum , Grapefruit , Green , Green leaf , Lily of the valley , Mandarin , Narcissus , Woody |
| Flavoring purposes | Tomato |
| Other purposes | Modifier , Natural , Weedy |
| Cosmetic purposes | Fragrance , Perfuming agents |
Safety Information
Safety information
| Preferred SDS: View | |
| European information : | |
| Most important hazard(s): | |
| Xi - Irritant | |
| R 36/38 - Irritating to skin and eyes. S 02 - Keep out of the reach of children. S 24/25 - Avoid contact with skin and eyes. S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S 36 - Wear suitable protective clothing. | |
| 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: | |
| oral-rat LD50 3800 mg/kg Food and Chemical Toxicology. Vol. 30, Pg. 87S, 1992. | |
| Dermal Toxicity: | |
| skin-rabbit LD50 5000 mg/kg Food and Chemical Toxicology. Vol. 30, Pg. 87S, 1992. | |
| 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 leafy oxime usage levels up to: | |||
| 5.0000 % in the fragrance concentrate. | |||
| Recommendation for leafy oxime 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):22457-23-4 |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :90787 |
| National Institute of Allergy and Infectious Diseases:Data |
| WGK Germany:2 |
| N-(5-methylheptan-3-ylidene)hydroxylamine |
| Chemidplus:0022457234 |