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green dioxolane
Green dioxolane is a fragrance compound with a strong green, fruity, and floral odor used in perfume formulations for its distinctive green and herbal character.
General Material Description
Green dioxolane, known chemically as 2-(1-ethylpentyl)-1,3-dioxolane, is a synthetic fragrance compound characterized by a molecular formula of C10H20O2. This compound appears as a colorless liquid with a distinctive green, fruity, and somewhat floral odor profile. Key synonyms include syvertal (IFF), greenoxane, and abbaVert, reflecting its varied commercial uses. Green dioxolane's sensory qualities are marked by strong herbal, radish-like, and floral notes reminiscent of chrysanthemum and gardenia. It is generally produced by cyclization reactions of hexanal or related aldehydes with ethylene glycol derivatives. This compound is widely utilized in perfumery and fragrance formulations to impart green and woody facets. More molecular information can be found on its PubChem entry. Green dioxolane is predominantly sourced via synthetic organic chemistry routes catering to the flavor and fragrance industry.
Occurrence, Applicability & Potential Uses
Green dioxolane occurs primarily as a synthetic fragrance ingredient used to replicate green, floral, and herbal notes naturally found in plants such as chrysanthemum and gardenia. It contributes to the aromatic complexity often described as fresh, green, and woody with subtle fruity and radish nuances. In fragrance formulations, it provides a strong green odor intensity with a substantivity below four hours at 100% concentration. According to IFRA (Global) standards, usage concentration in fragrance concentrates is recommended up to 10%. The compound finds applications as a perfuming agent in a wide range of products requiring green and floral olfactory accents. While it has some flavoring notes described as radish, it is not approved for flavor use under typical regulatory recommendations. Its capacity to blend well with citrus, woody, and herbal accords expands its utility in fine fragrances, personal care products, and colognes.
Physico-Chemical Properties Summary
Green dioxolane exhibits physical properties that influence its utility in fragrance and cosmetic formulations. It has a moderate molecular weight of approximately 172 g/mol and a vapor pressure of 0.453 mmHg at 25°C, indicating moderate volatility suitable for perfuming applications. Its boiling point ranges from 199 to 200°C at atmospheric pressure, enabling thermal stability during standard processing. The specific gravity falls between 0.909 and 0.918 at 20–25°C, indicating a density slightly less than water. Refractive indices measured between 1.433 and 1.439 at 20°C reflect its optical characteristics. Its measured logP of 3.33 denotes moderate lipophilicity, influencing its solubility profile and interaction within oils and solvents. Green dioxolane is soluble in alcohols and has slight water solubility, approximately 170 mg/L at 25°C. Recommended storage is in tightly sealed containers, away from heat and light, ensuring stability for at least 36 months. The flash point is approximately 74°C (165°F), an important safety consideration during formulation and storage. These properties facilitate its incorporation in perfumery bases and blending components but necessitate caution due to irritancy potential.
FAQ
What is green dioxolane and what are its main olfactory characteristics?
Green dioxolane, chemically identified as 2-(1-ethylpentyl)-1,3-dioxolane, is a synthetic fragrance molecule popular for imparting strong green, fruity, and floral notes in perfumery. Its scent profile is described as wet, earthy, herbal, and reminiscent of chrysanthemum, gardenia, and radish. This compound offers rich green accords that complement woody and citrus elements, making it valuable for fragrance formulations requiring naturalistic green nuances.
How is green dioxolane typically used and where does it naturally occur or originate from?
Green dioxolane is not naturally occurring but is synthesized via organic chemical processes involving aldehydes like hexanal and ethylene glycol derivatives. It serves primarily as a fragrance agent in perfumes, colognes, and other scented products, contributing green, floral, and herbal notes. According to IFRA (Global) standards, its use concentration is generally capped at 10% in fragrance concentrates. Although it has radish flavor notes, it is not authorized for flavoring applications in food products.
What safety regulations apply to green dioxolane and how should it be handled and stored?
Green dioxolane is classified under European regulations as an irritant (Xi), with hazard statements indicating it may cause skin and eye irritation (R 36/38). Safety advice includes avoiding contact with skin and eyes, and using suitable protective clothing and eyewash measures if exposure occurs. It should be stored in sealed containers, protected from heat and light, in a cool and dry environment. Usage limits recommended by IFRA and assessments by RIFM provide guidance to limit exposure and maintain safety in fragrance applications.
US / EU / FDA / JECFA / FEMA / Scholar / Patents
| Google Scholar | Start search |
| Google Books | Start search |
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| 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: | 2932.99.7090 |
| ChemSpider: | View |
General Material Information
| Preferred name | green dioxolane |
| Trivial Name | 2-(1-Ethylpentyl)-1,3-dioxolane |
| Short Description | syvertal (IFF) |
| Formula | C10 H20 O2 |
| CAS Number | 4359-47-1 |
| ECHA Number | 224-436-8 |
| FDA UNII | Search |
| Nikkaji Number | J205.738G |
| xLogP3-AA | 3.00 (est) |
| NMR Predictor | External link |
| Synonyms |
|
Suppliers
PhysChem Properties
| Material listed in food chemical codex | No |
| Molecular weight | 172.26780700684 |
| Specific gravity | @ 25 °C |
| Pounds per Gallon | 7.564 to 7.63 |
| Specific gravity | @ 20 °C |
| Pounds per Gallon | 7.581 to 7.648 |
| Refractive Index | 1.433 to 1.439 @ 20 °C |
| Boiling Point | 199 to 200°C @ 760 mm Hg |
| Vapor Pressure | 0.453 mmHg @ 25 °C |
| Vapor Density | 3 |
| Flash Point TCC Value | 73.89 °C TCC |
| logP (o/w) | 3.331 |
| Shelf life | 36 months (or longer if stored properly.) |
| Storage notes | Store in cool, dry place in tightly sealed containers, protected from heat and light. |
| Solubility | |
| alcohol | Yes |
| water, slightly | Yes |
| water, 169.9 mg/L @ 25 °C (est) | Yes |
| Stability | |
| alcoholic lotion | Unspecified |
| alkalis | Unspecified |
| bleach | Unspecified |
| deo stick | Unspecified |
| detergent perborate | Unspecified |
| hard surface cleaner | Unspecified |
| liquid detergent | Unspecified |
| shampoo | Unspecified |
| soap | Unspecified |
Organoleptic Properties
| Odor Type: Green | |
| green, fruity, radish, chrysanthemum, gardenia, metallic | |
| Odor strength | high , recommend smelling in a 10.00 % solution or less |
| Substantivity | < 4 hour(s) at 100.00 % |
| Luebke, William tgsc, (1987) | At 10.00 % in dipropylene glycol. green fruity radish chrysanthemum gardenia metallic |
| General comment | Very strong, green, wet, earthy, fruity and radish-like. Also reminiscent of chrysanthemum and gardenia |
Potential Uses
| Applications | |
| Odor purposes | Chrysanthemum , Citrus , Earth , Floral , Gardenia , Green , Herbal , Woody |
| Flavoring purposes | Radish |
| Other purposes | Leaf , Vika cologne |
| Cosmetic purposes | Perfuming agents |
Safety Information
Safety information
| 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: | |
| 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 green dioxolane usage levels up to: | |||
| 10.0000 % in the fragrance concentrate. | |||
| Recommendation for green dioxolane 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):4359-47-1 |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :107271 |
| National Institute of Allergy and Infectious Diseases:Data |
| WGK Germany:2 |
| 2-heptan-3-yl-1,3-dioxolane |
| Chemidplus:0004359471 |