Methylacetat
CH3COOCH3 · ACETIC ACID METHYL ESTER · Methyl ethanoate · Acetate de methyle · methylethanoate · FEMA 2676 · methyle(acetatede) · Metile
Identifikatoren & physikalische Daten
| CAS No. | 79-20-9 |
|---|---|
| Summenformel | C3H6O2 |
| Durchschnittliche Molmasse | 74,08 g/mol |
| Monoisotopische Masse | 74,03677943 g/mol |
| SMILES | COC(C)=O |
| InChIKey | KXKVLQRXCPHEJC-UHFFFAOYSA-N |
| PubChem CID | 6584 |
| ChEMBL | CHEMBL14079 |
| ChEBI | CHEBI:77700 |
| EC No. | 201-185-2 |
| DTXSID | DTXSID4021767 |
| Lokaler Name | Methylacetat |
Chemische & physikalische Eigenschaften
| XLogP | 0,2 |
|---|---|
| Polarare Oberfläche (TPSA) | 26,3 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 5 |
| Formalladung | 0 |
| Komplexität | 40 |
| Schmelzpunkt | -98 °C (lit.) |
| Siedepunkt | 57-58 °C (lit.) |
| Dichte | 0.934 g/mL at 25 °C |
| Dampfdichte | 2.55 (vs air) |
| Dampfdruck | 165 mm Hg ( 20 °C) |
| Brechungsindex | n20/D 1.361(lit.) |
| FEMA | 2676 | METHYL ACETATE |
| Flammpunkt | 3.2 °F |
| Lagerbedingungen | no restrictions. |
| Löslichkeit | 250g/l250 g/L (20 ºC) |
| Aggregatzustand | Solution |
| Farbe | Clear colorless to slightly pale yellow |
| pH | 7 |
| Geruch | Slightly acrid, sweetfragrant. |
| Biologische Quelle | synthetic |
| Geruchsschwelle | 1.7ppm |
| Geruchsart | ethereal |
| Explosionsgrenze | 3.1-16%(V) |
| Spezifische Wärmekapazität | Cp(liquid): 1.92 J/(g·K)Cp(gas): 1.16 J/(g·K), at 25℃ |
| JECFA Number | 125 |
| Merck | 14,6008 |
| BRN | 1736662 |
| Henry-Konstante | 0.90 at 20.00 °C, 1.56 at 30.00 °C (headspace-GC, Hovorka et al., 2002) |
| Dielektrizitätskonstante | 7.3(20℃) |
| Stabilität | Stable. Extremely flammable - readily forms explosive mixtures with air. Note low flash point and wide explosion limits. Incompatible with strong oxidizing agents, strong bases, strong acids, nitrates. May be moisture sensitive. |
| Hauptanwendungen | cleaning productscosmeticsenvironmentalflavors and fragrancesfood and beveragespersonal care |
| Kosmetik-Inhaltsstoffe Funktionen | PERFUMINGSOLVENT |
| InChI | 1S/C3H6O2/c1-3(4)5-2/h1-2H3 |
| InChIKey | KXKVLQRXCPHEJC-UHFFFAOYSA-N |
| SMILES | COC(C)=O |
| LogP (Verteilungskoeffizient) | 0.18 at 20℃ |
| Oberflächenspannung | 25.4mN/m at 298.15K |
| CAS Datenbank | 79-20-9(CAS DataBase Reference) |
| NIST chemische Informationen | Acetic acid, methyl ester(79-20-9) |
| EPA chemische Informationen | Methyl acetate (79-20-9) |
Sicherheit & Vorschriften
| Berufliche Expositionsstufe (OEB) | A |
|---|---|
| Arbeitsplatzgrenzwert (OEL) | TWA: 200 ppm (610 mg/m3), STEL: 250 ppm (760 mg/m3) |
| Wassergefährdungsklasse (WGK) | 1 |
| Sofort lebensgefährliche Konzentration | 3,100 ppm [10% LEL] |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 1231 |
| Zollcode | 2915 39 00 |
| RTECS-Nr. | AI9100000 |
| R-Sätze (R) | 11-36-66-67 |
| Toxizität | LD50 orally in Rabbit: > 5000 mg/kg LD50 dermal Rat > 2000 mg/kg |
| Gefahrensymbole | F,Xi |
| Sicherheitshinweise (S) | 16-26-29-33 |
| Gefahrenklasse | 3Eye Irrit. 2Flam. Liq. 2STOT SE 3 |
| Verpackungsgruppe | II |
| Lagerklasse | 3 - Flammable liquids |
| Gefahrstoffdaten | 79-20-9(Hazardous Substances Data) |
| Selbstentzündungstemperatur | 936 °F |
Anwendungen & Verwendung
Beschreibung
Methyl acetate, also known as MeOAc , acetic acid methyl ester or methyl ethanoate, is a carboxylate ester with the formula CH3COOCH3. It is a flammable liquid with a characteristically pleasant smell reminiscent of some glues and nail polish removers. Methyl acetate is occasionally used as a solvent, being weakly polar and lipophilic, but its close relative ethyl acetate is a more common solvent being less toxic and less soluble in water. Methyl acetate has a solubility of 25% in water at room temperature. At elevated temperature its solubility in water is much higher. Methyl acetate is not stable in the presence of strong aqueous bases or aqueous acids. Methyl acetate is VOC exempt.
Occurrence
Reported found in apple, banana, sweet and sour cherry, tangerine juice, black currants, guava, grapes, melon, peach, pear, pineapple, strawberry, cabbage, tomato, clove bud, peppermint oil, vinegar, bread, cheeses, butter, yogurt, beef, beer, cognac, rum, whiskies, cider, sherry, grape wines, cocoa, coffee, filbert, peanut, honey, soybean, olive, passion fruit, fruit brandies, fig, gin, kiwifruit, clary sage, arrack and nectarine.
Verwenden
Methyl acetate is used as a solvent forlacquers, resins, oils, and nitrocellulose; inpaint removers; as a flavoring agent; and inthe manufacture of artificial leather.
Herstellung & Synthese
synthetische
Methyl acetate is produced industrially via the carbonylation of methanol as a byproduct of the production of acetic acid.Methyl acetate also arises by esterification of acetic acid with methanol in the presence of strong acids such as sulfuric acid, this production process is famous because of Eastman Kodak's intensified process using a reactive distillation. 2–1-Reactions In the presence of strong bases such as sodium hydroxide or strong acids such as hydrochloric acid or sulfuric acid it is hydrolyzed back into methanol and acetic acid, especially at elevated temperature. The conversion of methyl acetate back into its components, by an acid , is a first-order reaction with respect to the ester. The reaction of methyl acetate and a base, for example sodium hydroxide, is a second-order reaction with respect to both reactants. 3-Applications A major use of methyl acetate is as a volatile low toxicity solvent in glues, paints, and nail polish removers. Acetic anhydride is produced by carbonylation of methyl acetate in a process that was inspired by the Monsanto acetic acid synthesis.