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Triacetin
GLYCEROL TRIACETATE · GLYCERYL TRIACETATE · Triacetine · triacetate · FEMA 2007 · GLYCERIN TRIACETATE · Glyceryl Triacetate (Triacetin) · Vanay
Identifikatoren & physikalische Daten
| CAS No. | 102-76-1 |
|---|---|
| Summenformel | C9H14O6 |
| Durchschnittliche Molmasse | 218,2 g/mol |
| Monoisotopische Masse | 218,07903817 g/mol |
| SMILES | CC(=O)OCC(COC(C)=O)OC(C)=O |
| InChIKey | URAYPUMNDPQOKB-UHFFFAOYSA-N |
| PubChem CID | 5541 |
| ChEMBL | CHEMBL1489254 |
| ChEBI | CHEBI:9661 |
| EC No. | 203-051-9 |
| DTXSID | DTXSID3026691 |
| Lokaler Name | Triacetin |
Chemische & physikalische Eigenschaften
| XLogP | 0,2 |
|---|---|
| Polarare Oberfläche (TPSA) | 78,9 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 6 |
| Frei drehbare Bindungen | 8 |
| Schwere Atome | 15 |
| Formalladung | 0 |
| Komplexität | 229 |
| Stoffklassen | Other Classes -> Esters, Other |
| Lipide | Lipids -> Glycerolipids [GL] -> Triradylglycerols [GL03] -> Triacylglycerols [GL0301] |
| Polymers | Plastics -> PVC (soft)Plastics -> Plasticisers |
| Kosmetika | Cosmetic ingredients (Triacetin) -> CIR (Cosmetic Ingredient Review)AntimicrobialSolventFilm formingPlasticiserHair dyeing |
| SpringerMaterials Properties | Boiling point |
| Duftstoffe | Fragrance Ingredient ((tri-)Acetin) -> IFRA transparency List |
| LogP (Verteilungskoeffizient) | log Kow = 0.250.21 |
| Geruch | Slightly fatty odorSlightly fruity or fatty odor |
| Plasticizers | Plasticizer |
| Geschmack | MILD, SWEET TASTE, BITTER ABOVE 0.05%Bitter tasteSlightly fatty taste |
| Lebensmittelzusatzstoffe | FLAVORING AGENT OR ADJUVANT, FORMULATION AID, HUMECTANT, MASTICATORY SUBSTANCE, PROCESSING AID, SOLVENT OR VEHICLE, SURFACE-FINISHING AGENT -> FDA Substance added to food |
| Dichte | 1.1583 g/cu cm at 20 °CBulk density: 9.7 lb/galRelative density (water = 1): 1.161.154-1.1591.1562 @25 °C1.16 g/mL at 25 °C(lit.) |
| Schmelzpunkt | 3 °C(lit.) |
| Siedepunkt | 258-260 °C(lit.) |
| Dampfdichte | 7.52 (vs air) |
| Dampfdruck | 0.00248 mm Hg @ 250C |
| Brechungsindex | n25/D 1.429-1.431(lit.) |
| FEMA | 2007 | (TRI-)ACETIN |
| Flammpunkt | 300 °F |
| Lagerbedingungen | Sealed in dry,Room Temperature |
| Löslichkeit | Soluble in water, miscible with ethanol (96 per cent) and toluene.64.0 g/L (20 ºC) |
| Aggregatzustand | Liquid |
| Farbe | Clear colorless |
| pH | 5.0-6.0 (20°C, 50g/L in H2O) |
| Geruch | Characteristic odour |
| Explosionsgrenze | 1.05%, 189°F |
| Biologische Quelle | synthetic |
| Geruchsart | fruity |
| Spezifische Wärmekapazität | Cp(liquid): 1.76 J/(g·K), at 25℃ |
| JECFA Number | 920 |
| Merck | 14,9589 |
| BRN | 1792353 |
| Henry-Konstante | 8.0×102 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) |
| Dielektrizitätskonstante | 7.2(20℃) |
| Stabilität | Stable. Incompatible with strong oxidizing agents. Combustible. |
| Hauptanwendungen | flavors and fragrances |
| Kosmetik-Inhaltsstoffe Funktionen | PLASTICISERSOLVENTFILM FORMINGFRAGRANCEANTIMICROBIAL |
| InChI | 1S/C9H14O6/c1-6(10)13-4-9(15-8(3)12)5-14-7(2)11/h9H,4-5H2,1-3H3 |
| InChIKey | URAYPUMNDPQOKB-UHFFFAOYSA-N |
| SMILES | CC(=O)OCC(COC(C)=O)OC(C)=O |
| LogP (Verteilungskoeffizient) | 0.25 |
| CAS Datenbank | 102-76-1(CAS DataBase Reference) |
| NIST chemische Informationen | 1,2,3-Propanetriol, triacetate(102-76-1) |
| EPA chemische Informationen | Glyceryl triacetate (102-76-1) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 99.8% (1973 of 1977) of all reports.Not ClassifiedAggregated GHS information provided per 1977 reports by companies from 5 notifications to the ECHA C&L Inventory. |
|---|---|
| Regulatorische Informationen | Chemical: 1,2,3-Propanetriol, triacetate1,2,3-Propanetriol, 1,2,3-triacetate is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,2,3-Propanetriol, 1,2,3-triacetate 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: 08-05-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15139Glyceryl triacetate: Non hazardous |
| Weitere Sicherheitsinformationen | IMAP assessments - 1,2,3-Propanetriol, triacetate: Human health tier I assessment |
| Brandgefahren | Combustible. |
| Brandpotenzial | Combustible when exposed to heat, flame, or powerful oxidizers. |
| Gefahrenübersicht | A mild skin irritant[ICSC] An eye irritant[HSDB] Causes somnolence, spastic paralysis, and convulsions in lethal dose animal experiments[RTECS] Tends to hydrolyze into acetic acid and glycerol both in the environment and in the body[ToxPlanet: CPS&Q: IUCLID] May cause eye irritation[MSDSonline] Documented occupational contact dermatitis in a cigarette manufacturing worker[Kanerva, p. 1851] |
| FDA-Anforderungen | An ingredient whose use in food or food packaging is subject to a prior sanction or approval within the meaning of section 201(s)(4) of the Act is exempt from classification as a food additive. ... Substances classified as plasticizers, when migrating from food-packaging material shall include ... triacetin.Substance added directly to human food affirmed as generally recognized as safe (GRAS).Drug products containing certain active ingredients offered over-the-counter (OTC) for certain uses. A number of active ingredients have been present in OTC drug products for various uses, as described below. However, based on evidence currently available, there are inadequate data to establish general recognition of the safety and effectiveness of these ingredients for the specified uses: triacetin is included in topical antifungal drug products. |
Anwendungen & Verwendung
Beschreibung
§ 184.1901(a) Triacetin (C8H14O6), also known as 1,2,3-propanetriol triacetate or glyceryl triacetate, is the triester of glycerin and acetic acid. Triacetin can be prepared by heating glycerin with acetic anhydride alone or in the presence of finely divided potassium hydrogen sulfate. It can also be prepared by the reaction of oxygen with a liquid-phase mixture of allyl acetate and acetic acid using a bromide salt as a catalyst.
Occurrence
Reported found in papaya.
Verwenden
As fixative in perfumery; solvent in manufacture of celluloid, photographic films. Technical triacetin (a mixture of mono-, di-, and small quantities of triacetin) as a solvent for basic dyes, particularly indulines, and tannin in dyeing.
Herstellung & Synthese
synthetische
By direct reaction of glycerol with acetic acid in the presence of Twitchell’s reagent, or in benzene solution of glycerol and boiling acetic acid in the presence of a cationic resin (Zeo-Karb H) pretreated with dilute H2SO4.