HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Hexylacetat
C2 · ACETIC ACID HEXYL ESTER · N-HEXYL ACETATE · FEMA 2565 · HEXYL ETHANOATE · 1-Hexyl acetate · ACETIC ACID N-HEXYL ESTER · Hexylacetat
Identifikatoren & physikalische Daten
| CAS No. | 142-92-7 |
|---|---|
| Summenformel | C8H16O2 |
| Durchschnittliche Molmasse | 144,21 g/mol |
| Monoisotopische Masse | 144,11502975 g/mol |
| SMILES | CCCCCCOC(C)=O |
| InChIKey | AOGQPLXWSUTHQB-UHFFFAOYSA-N |
| PubChem CID | 8908 |
| ChEMBL | CHEMBL2228454 |
| ChEBI | CHEBI:87510 |
| EC No. | 205-572-7 |
| DTXSID | DTXSID6022006 |
| Lokaler Name | Hexylacetat |
Chemische & physikalische Eigenschaften
| XLogP | 2,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 26,3 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 6 |
| Schwere Atome | 10 |
| Formalladung | 0 |
| Komplexität | 89,3 |
| Lipide | Fatty Acyls [FA] -> Fatty esters [FA07] -> Short fatty esters [FA0710] |
| Solvents | Solvents -> Esters (<C12) |
| SpringerMaterials Properties | Boiling point |
| Duftstoffe | Fragrance Ingredient (Hexyl acetate) -> IFRA transparency List |
| LogP (Verteilungskoeffizient) | 2.870 |
| Geruch | Sweet-fruity, pearl-like odorSweet ester odor |
| Geschmack | BITTERSWEET TASTE SUGGESTIVE OF PEAR |
| Lebensmittelzusatzstoffe | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| Dichte | 0.876 (USCG, 1999) - Less dense than waterwill float0.8779 g/cu cm at 15 °C0.868-0.8720.87 g/mL at 25 °C (lit.) |
| Aromastoffe | EU Flavoring substances |
| Color/Form | Colorless liquid |
| Löslichkeit | Very soluble in alcohol and etherIn water, 511 mg/L at 25 °C0.511 mg/mL at 25 °Csoluble in alcohol, etherinsoluble in water1 ml in 1 ml 95% alcohol (in ethanol)0.4g/limmiscible |
| Schmelzpunkt | -80 °C (lit.) |
| Siedepunkt | 168-170 °C (lit.) |
| Dampfdruck | 5 hPa (20 °C) |
| FEMA | 2565 | HEXYL ACETATE |
| Brechungsindex | n20/D 1.409(lit.) |
| Flammpunkt | 99 °F |
| Lagerbedingungen | Store below +30°C. |
| Aggregatzustand | Liquid |
| Farbe | Clear colorless to pale yellow |
| Geruch | at 10.00 % in dipropylene glycol. fruity green apple banana sweet |
| Geruchsart | fruity |
| Biologische Quelle | synthetic |
| Geruchsschwelle | 0.0018ppm |
| Spezifische Wärmekapazität | Cp(liquid): 1.96 J/(g·K), at 25℃ |
| JECFA Number | 128 |
| BRN | 1747138 |
| Henry-Konstante | 2.0×10-2 mol/(m3Pa) at 25℃, Brockbank (2013) |
| Dielektrizitätskonstante | 4.4199999999999999 |
| Hauptanwendungen | flavors and fragrances |
| Kosmetik-Inhaltsstoffe Funktionen | PERFUMINGFLAVOURINGFRAGRANCE |
| InChI | 1S/C8H16O2/c1-3-4-5-6-7-10-8(2)9/h3-7H2,1-2H3 |
| InChIKey | AOGQPLXWSUTHQB-UHFFFAOYSA-N |
| SMILES | CCCCCCOC(C)=O |
| LogP (Verteilungskoeffizient) | 3.3 at 30℃ |
| Oberflächenspannung | 26.75mN/m at 298.15K |
| CAS Datenbank | 142-92-7(CAS DataBase Reference) |
| NIST chemische Informationen | Hexyl ethanoate(142-92-7) |
| EPA chemische Informationen | Acetic acid, hexyl ester (142-92-7) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 0.4% (8 of 1939) of reports.WarningH226 (98%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P273, P280, P303+P361+P353, P370+P378, P391, P403+P235, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1939 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: Acetic acid, hexyl esterRegulation (EC) No 1831/2003 (amended)Acetic acid, hexyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Acetic acid, hexyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 31-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/13766Hexyl acetate: Does not have an individual approval but may be used under an appropriate group standard |
| Weitere Sicherheitsinformationen | IMAP assessments - Acetic acid, hexyl ester: Human health tier I assessment |
| DOT-Kennzeichnung | Flammable Liquid |
| Brandgefahren | Special Hazards of Combustion Products: Vapor may travel considerable distance to a source of ignition and flash back. Container explosion may occur under fire conditions. Forms explosive mixtures in air. (USCG, 1999) |
| Brandpotenzial | A flammable liquid. |
| Gesundheitsgefahren | May be harmful by inhalation, ingestion, or skin absorption. May cause irritation. (USCG, 1999) |
| Gefahrenübersicht | A mild eye irritant[RTECS] Safe to use as a flavoring agent in food[JECFA] Emergency treatment: IrritantsAn eye and respiratory tract irritant[HSDB] Inhalation of high concentrations can cause CNS depression[CHEMINFO] |
| Reaktive Gruppe | Esters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters |
| Special Reports | Cometto-Muniz JE and WS Cain. Pharmacol Biochem Behav 39 (4): 983-990 (1991). Nasal pungency, odor, and eye irritation thresholds for homologous acetates. |
| Reactivity Alerts | Highly Flammable |
| Reactivity Profile | HEXYL ACETATE is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. |
| Air and Water Reactions | Highly flammable. Insoluble in water. |
| Brandbekämpfung | Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]: |
| Erste Hilfe | Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]: |
| Expositionsschutz und Persönliche Schutzausrüstung | 740.0 [ppm] |
| Brandbekämpfungsverfahren | If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use "alcohol" foam, dry chemical or carbon dioxide. |
| Freisetung ohne Brand | Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]: |
| Entsorgungsverfahren | SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air qualitypotential migration in soil or watereffects on animal and plant lifeand conformance with environmental and public health regulations. |
| Preventive Measures | SRP: The scientific literature for the use of contact lenses by industrial workers is inconsistent. The benefits or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Use water spray to knock-down vapors.Personnel protection: Avoid breathing vapors. Keep upwind. ... Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water. |
| Isolation and Evacuation | Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]: |
| Personal Protective Equipment (PPE) | Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:Personnel protection: ... Wear appropriate chemical protective gloves, boots, and goggles. Wear positive pressure self-contained breathing apparatus. |
| Körperbelastung | n-Hexyl acetate was identified, not quantified, in human adipose tissue(1). |
| Ökotoxizitätswerte | EC50Species: Pimephales promelas (Fathead Minnow) age 30-31 days, length 19 mm, weight 0.094 gConditions: freshwater, flow through, 24.2 (22.5-25.2) °C, pH 7.7 (7.6-7.8), hardness 42.4 mg/L CaCO3, alkalinity 42.0 mg/L CaCO3, dissolved oxygen 84.4 (72.9-91.6) mg/LConcentration: 5900 ug/L for 24 hrEffect: behavior, decreased equilibriumConcentration: 4500 ug/L for 48 hrLC50Concentration: 6100 ug/L for 24 hrConcentration: 4800 ug/L for 48 hrSpecies: Pimephales promelas (Fathead Minnow) age 30-31 days, length 19.3 mm, weight 0.094 gConditions: freshwater, flow through, 24.9 °C, pH 7.7, hardness 42.4 mg/L CaCO3, alkalinity 42.0 mg/L CaCO3, dissolved oxygen 7.0 mg/LConcentration: 4000 ug/L for 96 hr (95% confidence interval: 3700-4400 ug/L) /99% purity/ |
| Umweltverhalten | TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 62(SRC), determined from a structure estimation method(2), indicates that n-hexyl acetate is expected to have high mobility in soil(SRC). Volatilization of n-hexyl acetate from moist soil surfaces is expected to be an important fate process(SRC) given a Henry's Law constant of 5.3X10-4 atm-cu m/mole(3). n-Hexyl acetate is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 1.32 mm Hg at 25 °C(4). Although biodegradation data were not available for n-hexyl acetate(SRC, 2011), studies on structurally similar compounds(5-7) have shown that, in general, alkyl acetates are biodegradable(SRC).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 62(SRC), determined from a structure estimation method(2), indicates that n-hexyl acetate is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon a Henry's Law constant of 5.3X10-4 atm-cu m/mole(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 5.5 hours and 5.4 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 34(SRC), from an estimated log Kow of 2.83(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is moderate(SRC). Hydrolysis is expected to occur slowly based upon estimated hydrolysis half-lives of 2 years and 78 days at pH 7 and 8, respectively(8). Although biodegradation data were not available for n-hexyl acetate(SRC, 2011), studies on structurally similar compounds(9-11) have shown that, in general, alkyl acetates are biodegradable(SRC).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), n-hexyl acetate, which has a vapor pressure of 1.32 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase n-hexyl acetate is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC)the half-life for this reaction in air is estimated to be 2.2 days(SRC), calculated from its rate constant of 7.4X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). n-Hexyl acetate does not contain chromophores that absorb at wavelengths >290 nm(4) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC). |
| Lebensmitteluntersuchungswerte | n-Hexyl acetate was detected in apricots (4 ug/kg)(1), plums (2 ug/kg and 43 ug/kg)(1) and nectarines (10 ug/kg and 20 ug/kg)(2). n-Hexyl acetate was identified, not quantified, in apples(3,4), kiwi fruit(5) and beef volatiles(6). n-Hexyl acetate was detected in the head space samples of golden delicious apples after 24 hours incubation with pentanoic acid vapors and also in the essential oils(7). |
| Unerwünschte Wirkungen | Neurotoxin - Acute solvent syndrome |
| Plant Concentrations | n-Hexyl acetate was reported in the skin and pulp of Queen Anne's pocket melon (Cucumis melo L) at 183 and 175.9 ug/kg equivalent of 2-octanol, respectively(1). n-Hexyl acetate was identified, not quantified, in the head space of intact golden delicious apples(2). |
| Soil Adsorption/Mobility | Using a structure estimation method based on molecular connectivity indices(1), the Koc of n-hexyl acetate can be estimated to be 62(SRC). According to a classification scheme(2), this estimated Koc value suggests that n-hexyl acetate is expected to have high mobility in soil. |
| Natural Pollution Sources | REPORTED FOUND IN FRUITAL AROMAS (EG FRAGARIA VESCA) & ESSENTIAL OILS.n-Hexyl acetate occurs in many fruits(1-2) and may be released into the environment as a plant volatile(SRC). |
| Human Toxicity Excerpts | /SIGNS AND SYMPTOMS/ HEADACHE, DIZZINESS, NAUSEA, IRRITATION TO RESPIRATORY PASSAGES. IRRITATES EYES. |
| Artificial Pollution Sources | n-Hexyl acetate's production and use as a solvent(1), flavor ingredient(2-3) and fragrance ingredient(3) may lead to its release to the environment through various waste streams(SRC). |
| Environmental Biodegradation | Although no biodegradation studies were available for n-hexyl acetate(SRC, 2011), studies on structurally similar compounds(1-3) have shown that, in general, alkyl acetates are biodegradable(SRC). |
| Environmental Bioconcentration | An estimated BCF of 34 was calculated in fish for n-hexyl acetate(SRC), using an estimated log Kow of 2.83(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is moderate(SRC). |
| Wassergefährdungsklasse (WGK) | 1 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 3272 3/PG 3 |
| Zollcode | 29153990 |
| RTECS-Nr. | AI0875000 |
| R-Sätze (R) | 10 |
| Toxizität | LD50 orally in Rabbit: 36100 mg/kg LD50 dermal Rabbit > 5000 mg/kg |
| Sicherheitshinweise (S) | 16 |
| Gefahrenklasse | 3Aquatic Chronic 2Flam. Liq. 3 |
| Verpackungsgruppe | III |
| Lagerklasse | 3 - Flammable liquids |
| Gefahrstoffdaten | 142-92-7(Hazardous Substances Data) |
Anwendungen & Verwendung
Beschreibung
Hexyl acetate has a pleasant fruity odor and bittersweet taste suggestive of pear. May be synthesized from n-hexyl alcohol and excess acetic anhydride at the boil or with an excess of acetic acid in the presence of concentrated sulfuric acid.
Occurrence
Reported found in fruital aromas (e.g., Fragaria vesca) and essential oils. Also reported found in apple, apricot, banana, sweet cherry, citrus peel oils and juices, blueberry, black currants, guava, grapes, melon, peach, pear, raspberry, blackberry, strawberry, peas, sauerkraut, rye bread, cheeses, roasted beef, beer, rum, cognac, whiskies, cider, sherry, grape wines, coffee, tea, soybean, olive, passion fruit, beans, starfruit, mango, cauliflower, pear and apple brandy, quince, origanum, lovage leaf, corn oil, mangosteen (Garcia mangostana), Bourbon vanilla, clary sage, nectarine, naranjilla fruit, Chinese quince and chamomile oil.
Verwenden
Hexyl Acetate is a flavouring agent due to its fruity odor and it is naturally present in many fruits and alcoholic beverages.
Herstellung & Synthese
synthetische
From n-hexyl alcohol and excess acetic anhydride at the boil or with an excess of acetic acid in the presence of concentrated sulfuric acid