Octyl-3,4,5-trihydroxybenzoat
N-OCTYL GALLATE · Progallin O · OCTYL GALLATE · Stabilizer GA-8 · OCTYLGALLATE(RG) · Gallic acid octyl · n-OctylGallate>Octyl gallate CRS · n-Octyl gallate, 98+%
Identifikatoren & physikalische Daten
| CAS No. | 1034-01-1 |
|---|---|
| Summenformel | C15H22O5 |
| Durchschnittliche Molmasse | 282,33 g/mol |
| Monoisotopische Masse | 282,1467238 g/mol |
| SMILES | CCCCCCCCOC(=O)c1cc(O)c(O)c(O)c1 |
| InChIKey | NRPKURNSADTHLJ-UHFFFAOYSA-N |
| PubChem CID | 61253 |
| ChEMBL | CHEMBL277346 |
| ChEBI | CHEBI:83631 |
| EC No. | 213-853-0 |
| DTXSID | DTXSID4040713 |
| Lokaler Name | Octyl-3,4,5-trihydroxybenzoat |
Chemische & physikalische Eigenschaften
| XLogP | 3,7 |
|---|---|
| Polarare Oberfläche (TPSA) | 87 |
| H-Brücken-Donoren | 3 |
| H-Brücken-Akzeptoren | 5 |
| Frei drehbare Bindungen | 9 |
| Schwere Atome | 20 |
| Formalladung | 0 |
| Komplexität | 269 |
| LogP (Verteilungskoeffizient) | 3.66 |
| Lebensmittelzusatzstoffe | ANTIOXIDANT -> FDA Substance added to food |
| Löslichkeit | Insoluble in water, freely soluble in ethanol, ether and propane-1,2-diol0.036 mg/mL at 20 °Csoluble2.5%, clear, colorless (AcOH (MEOH))20mg/L(29.99 ºC) |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| Schmelzpunkt | Between 99 °C and 102 °C after drying at 90 °C for six hours94 - 95 °C101-104 °C(lit.) |
| Physical Description | White to creamy-white odourless solid |
| Collision Cross Section | 171.5 Ų [M-H]- [CCS Type: DTBuffer gas: N2Ionization: ESI-Dataset: TOXCASTSource Identifier: DTXSID4040713] |
| Siedepunkt | 262.5°C (estimate) |
| Dichte | 1.0984 (rough estimate) |
| Brechungsindex | 1.6200 (estimate) |
| Lagerbedingungen | Store below +30°C. |
| Aggregatzustand | Solid |
| pKa (Säurekonstante) | 7.94±0.25(Predicted) |
| Farbe | White to Off-White |
| BRN | 2132305 |
| Hauptanwendungen | cleaning productscosmeticsfood and beveragespersonal care |
| Kosmetik-Inhaltsstoffe Funktionen | ANTIOXIDANT |
| InChI | InChI=1S/C15H22O5/c1-2-3-4-5-6-7-8-20-15(19)11-9-12(16)14(18)13(17)10-11/h9-10,16-18H,2-8H2,1H3 |
| InChIKey | NRPKURNSADTHLJ-UHFFFAOYSA-N |
| SMILES | C(OCCCCCCCC)(=O)C1=CC(O)=C(O)C(O)=C1 |
| LogP (Verteilungskoeffizient) | 3.660 |
| CAS Datenbank | 1034-01-1(CAS DataBase Reference) |
| EPA chemische Informationen | Benzoic acid, 3,4,5-trihydroxy-, octyl ester (1034-01-1) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302: Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P270, P272, P280, P301+P317, P302+P352, P321, P330, P333+P317, P362+P364, and P501 (click each P-code to see the statement)This chemical does not meet GHS hazard criteria for 13.4% (11 of 82) of reports.H302 (86.6%): Harmful if swallowed [Warning Acute toxicity, oral] |
|---|---|
| Regulatorische Informationen | Chemical: Benzoic acid, 3,4,5-trihydroxy-, octyl esterRegulation (EC) No 1333/2008 (amended)Octyl Gallate: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right. |
| Hazard Classes and Categories | Acute Tox. 4 (86.6%)Acute toxicity - category 4Acute Tox. 4 * |
| Carcinogen Classification | No indication of carcinogenicity to humans (not listed by IARC). |
| Wassergefährdungsklasse (WGK) | 1 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 2918 29 00 |
| RTECS-Nr. | LW8225000 |
| R-Sätze (R) | 22-43 |
| Toxizität | LD50 orally in Rabbit: 1960 mg/kg |
| Gefahrensymbole | Xn |
| Sicherheitshinweise (S) | 24-37 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrenklasse | Acute Tox. 4 OralSkin Sens. 1 |
Anwendungen & Verwendung
Beschreibung
During the 1940s, propyl gallate and several other alkyl gallates were allowed for use in foods in a number of countries. Since gallic acid contains three phenolic hydroxyl groups, it is a rather potent antioxidant; however, the propyl ester has a significant degree of water solubility. As a consequence, propyl gallate tends to partition into any water phase which may be present and to complex with iron salts to give bluish black colors. Also, its relatively poor resistance to heat degradation makes it ineffective for baking and frying applications. The higher alkyl gallates (butyl and octyl) are more fat soluble.
Verwenden
Octyl gallate is an antioxidant that is used as a preservation agent in a wide variety of foods, oils, and cosmetics.