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2-octenyl acetate
2-octenyl acetate is a flavor and fragrance compound with green fruity and melon odor notes, naturally occurring in banana fruit and used in various food flavoring applications.
General Material Description
2-octenyl acetate is an organic ester identified by its molecular formula C10H18O2. It belongs to the class of acetate esters commonly found in natural flavor and fragrance sources. This compound exhibits characteristic aroma and flavor properties described as green, fruity, and melon-like. It is known under several synonyms including oct-2-enyl acetate and 1-acetoxy-2-octene. Appearance-wise, it is a liquid with properties favorable for use as a flavor additive. 2-octenyl acetate occurs naturally in banana fruit and is obtainable through extraction or synthetic methods. It has a structured chemical record available in PubChem. The compound's sensory attributes and chemical stability make it a valuable agent in flavor and fragrance industries.
Occurrence, Applicability & Potential Uses
2-octenyl acetate occurs naturally in various fruits, notably in banana, contributing to their characteristic aroma profiles. Its presence in natural sources complements its extensive use as a flavor and fragrance agent in food and cosmetic formulations. The compound adds fresh, green, fruity, and melon notes that enhance fruit flavors such as pear, apple, and tropical varieties. It is recognized and evaluated by FEMA (Flavor and Extract Manufacturers Association) in the US with the FEMA number 3516, allowing regulated use in flavor applications including baked goods, beverages, confectionery frostings, and frozen dairy products. These uses depend on compliance with recommended concentration limits to maintain quality and safety standards.
Physico-Chemical Properties Summary
2-octenyl acetate is a moderately hydrophobic ester with an estimated logP value of 3.64, indicating its preferential solubility in organic solvents over water. It exhibits a low vapor pressure of approximately 0.137 mmHg at 25 °C, which affects its volatility and evaporation rate when used in formulations. The compound is soluble in alcohols and has limited water solubility estimated at 52.1 mg/L at 25 °C. Its molecular weight is about 170.25 g/mol, contributing to its moderate volatility and solubility profile. These physico-chemical properties influence its handling, blending, and stability in flavor and fragrance compositions.
FAQ
What is 2-octenyl acetate and what are its main sensory properties?
2-octenyl acetate is an organic ester used primarily in flavor and fragrance applications. It is characterized by a green, fruity aroma with notable melon and pear notes. This compound naturally occurs in fruits like banana and is valued for adding fresh and tropical nuances to various flavor profiles.
Where does 2-octenyl acetate commonly occur and how is it used in industry?
This compound is found naturally in banana fruit, contributing to its distinctive scent. Industrially, 2-octenyl acetate is employed as a flavoring agent in foods and beverages, imparting fresh and fruity notes. Its applications extend to baked goods, confectionery frostings, frozen dairy, and alcoholic and non-alcoholic beverages, where it enhances the sensory experience.
What regulatory standards and sourcing considerations apply to 2-octenyl acetate?
2-octenyl acetate is listed by the Flavor and Extract Manufacturers Association (FEMA) in the US with FEMA number 3516 and is considered generally recognized as safe (GRAS) for use in flavorings within specified concentration limits. Safety data indicate no significant hazard classifications under OSHA regulations. It is sourced both naturally from fruits and through synthetic processes, with usage guided by compliance to IFRA (Global) standards to ensure safe inclusion levels in consumer products.
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 |
Literature & References
| oct-2-enyl acetate | |
| NIST Chemistry WebBook: | Search Inchi |
| Canada Domestic Sub. List: | 2371-13-3 |
| Pubchem (cid): | 5463875 |
| Pubchem (sid): | 135057934 |
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): | HMDB31297 |
| FooDB: | FDB003347 |
| Export Tariff Code: | 2915.39.9500 |
| VCF-Online: | VCF Volatile Compounds in Food |
| ChemSpider: | View |
General Material Information
| Preferred name | 2-octenyl acetate |
| Trivial Name | Oct-2-enyl acetate |
| Short Description | 2-octen-1-yl acetate |
| Formula | C10 H18 O2 |
| CAS Number | 2371-13-3 |
| FEMA Number | 3516 |
| ECHA Number | 219-140-0 |
| FDA UNII | 9I792BSW7F |
| Nikkaji Number | J213.230C |
| xLogP3-AA | 3.00 (est) |
| NMR Predictor | External link |
| FDA Patent | No longer provide for the use of these seven synthetic flavoring substances |
| Synonyms |
|
Suppliers
| Bedoukian Research | BOC Sciences |
| Parchem |
PhysChem Properties
| Material listed in food chemical codex | No |
| Molecular weight | 170.25186157227 |
| Vapor Pressure | 0.137 mmHg @ 25 °C |
| logP (o/w) | 3.64 est |
| Solubility | |
| alcohol | Yes |
| water, 52.1 mg/L @ 25 °C (est) | Yes |
| water | No |
Organoleptic Properties
| Odor Type: Melon | |
| melon, pear, tropical, earthy | |
| General comment | At 10.00 % in dipropylene glycol. melon pear tropical earthy |
| Flavor Type: Green | |
| green, fruity, pear | |
| General comment | Green fruity pear |
| Adds fresh notes to a variety of fruit flavors especially pear, apple, melon, and tropical. | Green, fruity, pear-like |
Occurrences
| (data available) |
Safety Information
Safety information
| Preferred SDS: View | |
| 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: | |||
| flavor and fragrance agents | |||
| RIFM Fragrance Material Safety Assessment: Search | |||
| IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice | |||
| Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS). | |||
| The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library | |||
| publication number: 10 | |||
| Click here to view publication 10 | |||
| average usual ppm | average maximum ppm | ||
| baked goods: | - | 0.15000 | |
| beverages(nonalcoholic): | - | 0.01000 | |
| beverages(alcoholic): | - | 0.05000 | |
| breakfast cereal: | - | - | |
| cheese: | - | - | |
| chewing gum: | - | - | |
| condiments / relishes: | - | - | |
| confectionery froastings: | - | 0.10000 | |
| egg products: | - | - | |
| fats / oils: | - | - | |
| fish products: | - | - | |
| frozen dairy: | - | 0.05000 | |
| fruit ices: | - | 0.05000 | |
| gelatins / puddings: | - | 0.10000 | |
| granulated sugar: | - | - | |
| gravies: | - | - | |
| hard candy: | - | - | |
| imitation dairy: | - | - | |
| instant coffee / tea: | - | - | |
| jams / jellies: | - | - | |
| meat products: | - | - | |
| milk products: | - | - | |
| nut products: | - | - | |
| other grains: | - | - | |
| poultry: | - | - | |
| processed fruits: | - | - | |
| processed vegetables: | - | - | |
| reconstituted vegetables: | - | - | |
| seasonings / flavors: | - | - | |
| snack foods: | - | - | |
| soft candy: | - | - | |
| soups: | - | - | |
| sugar substitutes: | - | - | |
| sweet sauces: | - | - | |
Safety references
| EPI System: View |
| AIDS Citations:Search |
| Cancer Citations:Search |
| Toxicology Citations:Search |
| EPA Substance Registry Services (TSCA):2371-13-3 |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :5463875 |
| National Institute of Allergy and Infectious Diseases:Data |
| oct-2-enyl acetate |
| Chemidplus:0002371133 |