We have found
46589
results matching your criteria.
Please wait while we search...
homogeranyl nitrile
Homogeranyl nitrile is a citrus-type fragrance chemical used for fresh, lemon-like notes in perfuming applications, notable for its stability and long-lasting scent.
General Material Description
Homogeranyl nitrile is an organic nitrile compound with the molecular formula C11H17N. It appears as a colorless liquid and is widely recognized for its distinctive citrus odor, often described as fresh lemon or cologne-like. The compound is known under several synonyms, including 3,7-dimethyl-2,6-nonadienenitrile and the trade name Lemonile, as designated by the aroma chemical manufacturer Givaudan. Sourced primarily through synthetic organic chemistry routes, homogeranyl nitrile belongs to a class of fragrance chemicals notable for delivering intense lemon character with enhanced stability compared to other related nitriles. For further chemical information, it is indexed in PubChem under CID 112446. Its organoleptic profile makes it valuable in fragrance and perfuming formulations targeting citrus and fresh notes.
Occurrence, Applicability & Potential Uses
Homogeranyl nitrile does not commonly occur naturally but is synthetically produced for use in flavor and fragrance applications. It is particularly prevalent in formulations simulating citrus aromas such as lemon, lime, mandarin, orange, and verbena. Its fresh and intense lemon-cologne odor makes it a preferred ingredient in colognes and related perfuming agents. The compound exhibits excellent chemical stability, especially in alkaline media, which enhances its longevity and diffusion in finished products. Its use complies with fragrance ingredient standards, with recommended levels governed by IFRA (Global) guidelines. This nitrile serves as a more natural-feeling and longer-lasting alternative to compounds like geranitrile T, thereby broadening its utility in various personal care and cleaning product fragrances.
Physico-Chemical Properties Summary
Homogeranyl nitrile is a moderately volatile liquid displaying a boiling point between 266 and 267 °C at standard atmospheric pressure. It has a moderately high estimated logP of approximately 3.5, indicating significant lipophilicity and moderate solubility in organic solvents such as alcohols, with limited but measurable solubility in water (around 45 mg/L at 20 °C). The compound demonstrates good stability across various environments including acidic and alkaline conditions, and compatibility with different product matrices such as powders, liquids, and toiletries. Its flash point is comparatively high at 203 °F (approximately 95 °C), suggesting reasonable handling safety under typical manufacturing conditions. Vapor pressure at room temperature (25 °C) is low (0.009 mmHg), contributing to its persistence on application surfaces. These physico-chemical traits support its effectiveness and durability as a fragrance ingredient.
FAQ
What is homogeranyl nitrile and what are its key characteristics?
Homogeranyl nitrile is an organic citrus-scented nitrile compound used primarily as a fragrance ingredient. Molecularly identified as 3,7-dimethyl-2,6-nonadienenitrile, it has a notable lemon and cologne odor. It appears as a colorless liquid with moderate volatility and a molecular weight of about 163 g/mol. Known under the trade name Lemonile, the compound imparts freshness and diffusion in fragrance blends, especially those requiring lemon and related citrus notes.
How is homogeranyl nitrile used, and where is it typically found?
This nitrile is synthesized for use in perfuming agents, especially in products requiring fresh citrus aromas such as lemon, lime, mandarin, and verbena. It contributes to formulations for colognes, cleaning products, and toiletries by offering stability and a long-lasting lemon scent. Its chemical robustness in different pH environments makes it suitable for diverse consumer applications, and it is preferred over related compounds due to its natural feel and diffusion qualities.
What safety standards and regulatory guidelines apply to homogeranyl nitrile?
Homogeranyl nitrile does not have major hazard classifications under OSHA or European regulations and is generally considered to have low acute toxicity based on oral and dermal tests. The fragrance industry's IFRA (Global) code of practice provides usage limits, recommending a maximum of 5% in fragrance concentrates. It is not recommended for flavor use. Safety assessments by RIFM confirm its status within fragrance agent categories, and standard precautionary measures include avoiding direct skin and eye contact.
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 |
| Export Tariff Code: | 2926.90.0000 |
| ChemSpider: | View |
General Material Information
| Preferred name | homogeranyl nitrile |
| Trivial Name | 3,7-Dimethyl-2,6-nonadienenitrile |
| Short Description | lemonile (Givaudan) |
| Formula | C11 H17 N |
| CAS Number | 61792-11-8 |
| ECHA Number | 263-214-5 |
| FDA UNII | B8MK5EZU56 |
| xLogP3-AA | 3.70 (est) |
| NMR Predictor | External link |
| Synonyms |
|
Suppliers
PhysChem Properties
| Material listed in food chemical codex | No |
| Molecular weight | 163.26348876953 |
| Boiling Point | 266 to 267°C @ 760 mm Hg |
| Vapor Pressure | 0.009 mmHg @ 25 °C |
| Flash Point TCC Value | 95 °C TCC |
| logP (o/w) | 3.499 est |
| Solubility | |
| alcohol | Yes |
| water, 45 mg/L @ 20 °C (exp) | Yes |
| Stability | |
| alcoholic - good | Unspecified |
| antiperspirant spray - good | Unspecified |
| APC (pH = 10) - good | Unspecified |
| candles - untested | Unspecified |
| damp fabric - moderate | Unspecified |
| dry fabric - moderate | Unspecified |
| liquid bleach - good | Unspecified |
| pH = 2 - good | Unspecified |
| powder detergent - good | Unspecified |
| powder detergent + activator - good | Unspecified |
| soap - good | Unspecified |
| toiletries - good | Unspecified |
Organoleptic Properties
| Odor Type: Citrus | |
| lemon, cologne, metallic | |
| Odor strength | medium , recommend smelling in a 10.00 % solution or less |
| Substantivity | 400 hour(s) at 100.00 % |
| General comment | At 10.00 % in dipropylene glycol. lemon cologne metallic |
| Lemonile is used in lemon, verbena and lime compositions where it imparts freshness and diffusion. This nitrile is an extremely powerful chemical and has excellent stability in alkaline media. More natural and long lasting than Geranitrile T. | Intense, Lemon, Cologne |
| From Givaudan: “Odor: Intense, Lemon, Cologne. Use: Lemonile is used in lemon, verbena and lime compositions where it imparts freshness and diffusion. This nitrile is an extremely powerful chemical and has excellent stability in alkaline media. More natural and long lasting than Geranitrile T.” | Lemon, cologne, cleaning-fluid, metallic |
Potential Uses
| Applications | |
| Odor purposes | Bergamot , Cologne , Grapefruit , Lemon , Lime , Mandarin , Orange , Verbena |
| Cosmetic purposes | Perfuming agents |
Safety Information
Safety information
| European information : | |
| Most important hazard(s): | |
| None - None found. | |
| S 02 - Keep out of the reach of children. S 24/25 - Avoid contact with skin and eyes. | |
| 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 2600 mg/kg Food and Chemical Toxicology. Vol. 30, Pg. 27S, 1992. | |
| Dermal Toxicity: | |
| skin-rabbit LD50 > 5000 mg/kg Food and Chemical Toxicology. Vol. 30, Pg. 27S, 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 homogeranyl nitrile usage levels up to: | |||
| 5.0000 % in the fragrance concentrate. | |||
| Recommendation for homogeranyl nitrile 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):61792-11-8 |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :112446 |
| National Institute of Allergy and Infectious Diseases:Data |
| WGK Germany:2 |
| 3,7-dimethylnona-2,6-dienenitrile |
| Chemidplus:0061792118 |