Benzylacetat
benzyl acetater · benzyl ethanoate · FEMA 2135 · 3-Phenylpropionate · Phenylmethyl acetate · ACETIC ACID BENZYL ESTER · phenylmethylacetate · acetoxymethylbenzene
Identifikatoren & physikalische Daten
| CAS No. | 140-11-4 |
|---|---|
| Summenformel | C9H10O2 |
| Durchschnittliche Molmasse | 150,17 g/mol |
| Monoisotopische Masse | 150,06807956 g/mol |
| SMILES | CC(=O)OCc1ccccc1 |
| InChIKey | QUKGYYKBILRGFE-UHFFFAOYSA-N |
| PubChem CID | 8785 |
| ChEMBL | CHEMBL1233714 |
| ChEBI | CHEBI:52051 |
| EC No. | 205-399-7 |
| DTXSID | DTXSID0020151 |
| Lokaler Name | Benzylacetat |
Chemische & physikalische Eigenschaften
| XLogP | 2 |
|---|---|
| Polarare Oberfläche (TPSA) | 26,3 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 3 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 126 |
| Stoffklassen | Flammable agents - 2nd degree |
| Solvents | Solvents -> Esters (<C12) |
| Kosmetika | Solvent |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| Duftstoffe | Fragrance Ingredient (Benzyl acetate) -> IFRA transparency List |
| LogP (Verteilungskoeffizient) | log Kow = 1.96 |
| Geruch | PEAR-LIKE ODORCHARACTERISTIC FLOWERY (JASMINE) ODORPowerful but thin, sweet floral fresh, fresh and light, fruity odor reminiscent of Jasmin, Gardenia, Muguet, Lily and other flowers. |
| Geschmack | BITTER, PUNGENT TASTE |
| Lebensmittelzusatzstoffe | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| Dichte | 1.04 (USCG, 1999) - Denser than waterwill sink1.050 @ 25 °C/4 °CRelative density (water = 1): 1.11.049-1.0591.05 @25 °C1.054 g/mL at 25 °C (lit.) |
| Aromastoffe | EU Flavoring substances |
| Color/Form | WATER-WHITE LIQUID |
| Schmelzpunkt | -51 °C (lit.) |
| Siedepunkt | 206 °C (lit.) |
| Dampfdichte | 5.1 |
| Dampfdruck | 23 mm Hg ( 110 °C) |
| Brechungsindex | n20/D 1.502(lit.) |
| FEMA | 2135 | BENZYL ACETATE |
| Flammpunkt | 216 °F |
| Lagerbedingungen | -20°C |
| Löslichkeit | ≥35.7 mg/mL in EtOH≥49.4 mg/mL in DMSO<0.1 g/100 mL at 23 ºC |
| Aggregatzustand | Liquid |
| Farbe | Colorless liquid |
| Geruch | sweet, floral fruity odor |
| Explosionsgrenze | 0.9-8.4%(V) |
| Geruchsart | floral |
| Biologische Quelle | synthetic |
| Spezifische Wärmekapazität | Cp(liquid): 0.99 J/(g·K), at 25℃ |
| JECFA Number | 23 |
| Merck | 14,1123 |
| BRN | 1908121 |
| Henry-Konstante | 8.5×10-1 mol/(m3Pa) at 25℃, Brockbank (2013) |
| Dielektrizitätskonstante | 5.1(21℃) |
| Hauptanwendungen | flavors and fragrances |
| Kosmetik-Inhaltsstoffe Funktionen | PERFUMINGFRAGRANCE |
| InChI | 1S/C9H10O2/c1-8(10)11-7-9-5-3-2-4-6-9/h2-6H,7H2,1H3 |
| InChIKey | QUKGYYKBILRGFE-UHFFFAOYSA-N |
| SMILES | CC(=O)OCc1ccccc1 |
| LogP (Verteilungskoeffizient) | 1.96 at 25℃ |
| Oberflächenspannung | 37.3mN/m at 293.15K |
| CAS Datenbank | 140-11-4(CAS DataBase Reference) |
| NIST chemische Informationen | Benzyl ethanoate(140-11-4) |
| EPA chemische Informationen | Benzyl acetate (140-11-4) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 32.5% (779 of 2397) of reports.H412 (62.6%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]P273, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 2397 reports by companies from 19 notifications to the ECHA C&L Inventory.DangerH227: Combustible liquid [Warning Flammable liquids] |
|---|---|
| Regulatorische Informationen | Chemical: Acetic acid, phenylmethyl esterCommission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Acetic acid, phenylmethyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Acetic acid, phenylmethyl 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: 01-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14570Benzyl acetate: Does not have an individual approval but may be used under an appropriate group standardThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.) |
| Weitere Sicherheitsinformationen | IMAP assessments - Acetic acid, phenylmethyl ester: Human health tier I assessment |
| Brandgefahren | This chemical is combustible. (NTP, 1992)Combustible. Above 90 °C explosive vapour/air mixtures may be formed. |
| Brandpotenzial | Combustible liquid. |
| Gesundheitsgefahren | Harmful if inhaled. May be harmful if swallowed or absorbed through the skin. Vapor or mist is irritating to the eyes, mucous membrane and upper respiratory tract. (USCG, 1999) |
| Gefahrenübersicht | Causes respiratory tract irritation in the range of 50-160 ppm[CHEMINFO] Has anesthetic effects at high concentrations in animal studies[ChemIDplus] Included in list of fragrance substances with negative human data, i.e. patch tests of patients with suspected contact allergy to fragrance ingredients which yielded negative results. |
Anwendungen & Verwendung
Occurrence
Present as a main constituent in several oils and flower absolutes: ylang-ylang, cananga, neroli, jasmine, hyacinth, gardenia, tuberose. It has been isolated from the essential oil of the flowers of Loiseleuria procumbens Desv. (azelea). Also reported found in apricot, cooked asparagus, mozzarella cheese, grilled beef, cooked pork, malt whiskey, fresh mango, malt, wort and clams.
Verwenden
Benzyl acetate is used as an artificial jasmine and other perfumes, soap perfume, flavoring agent, solvent for cellulose acetate and nitrate, natural and synthetic resins, oils, lacquers, polishes, printing inks, and varnish removers.
Verwenden
Benzyl acetate is produced by reacting benzyl chloride with an alkali acetate or by esterifying benzyl alcohol with acetic anhydride. It is also formed in the oxidation of toluene in the presence of acetic acid or acetic anhydride. Benzyl acetate is one of the most used odorants. It is also used as a flavor and, to a small extent, as a high-boiling solvent.
Herstellung & Synthese
synthetische
Benzyl acetate is produced by the interaction of benzyl chloride and sodiumacetate, by acetylation of benzyl alcohol, or from benzaldehyde and acetic acid with zinc dust.