Methyl-2-furoat
METHYL FURAN-2-CARBOXYLATE · FEMA 2703 · 2-FURANCARBOXYLIC ACID METHYL ESTER · METHYL PYROMUCATE · METHYL 2-FURANCARBOXYLATE · MEFAT · 2-METHYLFUROATE · Methyle furoate
Identifikatoren & physikalische Daten
| CAS No. | 1334-76-5 |
|---|---|
| Summenformel | C6H6O3 |
| Durchschnittliche Molmasse | 126,11 g/mol |
| Monoisotopische Masse | 126,03169405 g/mol |
| SMILES | COC(=O)c1ccco1 |
| InChIKey | HDJLSECJEQSPKW-UHFFFAOYSA-N |
| PubChem CID | 11902 |
| ChEBI | CHEBI:167081 |
| EC No. | 210-254-6 |
| DTXSID | DTXSID7060598 |
| Lokaler Name | Methyl-2-furoat |
Chemische & physikalische Eigenschaften
| XLogP | 1 |
|---|---|
| Polarare Oberfläche (TPSA) | 39,4 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 9 |
| Formalladung | 0 |
| Komplexität | 111 |
| LogP (Verteilungskoeffizient) | 1.00 |
| Dichte | 1.176-1.1811.179 g/mL at 25 °C (lit.) |
| Löslichkeit | insoluble to slightly soluble in watersoluble in oilsmiscible (in ethanol)Chloroform (Slightly), Methanol (Slightly) |
| Siedepunkt | 181.00 to 182.00 °C. @ 760.00 mm Hg181 °C181 °C (lit.) |
| Brechungsindex | 1.485-1.490n20/D 1.487(lit.) |
| Physical Description | LiquidColourless to pale yellow liquid, berry, fruity, winey, heavy odour |
| Kovats Retention Index | 950956983984.9980978981985972937976975970157215531563156215641565156715691561151515581557157815701567.4 |
| FEMA | 2703 | METHYL 2-FUROATE |
| Flammpunkt | 164 °F |
| Lagerbedingungen | Inert atmosphere,Room Temperature |
| Aggregatzustand | Liquid |
| Farbe | Clear pale yellow to brown |
| Geruch | fruity, mushroom-like odor |
| Geruchsart | fungal |
| Biologische Quelle | synthetic |
| Merck | 14,4307 |
| JECFA Number | 746 |
| BRN | 111110 |
| Kosmetik-Inhaltsstoffe Funktionen | PERFUMING |
| InChI | 1S/C6H6O3/c1-8-6(7)5-3-2-4-9-5/h2-4H,1H3 |
| InChIKey | HDJLSECJEQSPKW-UHFFFAOYSA-N |
| SMILES | COC(=O)c1ccco1 |
| LogP (Verteilungskoeffizient) | 0.99 |
| CAS Datenbank | 611-13-2(CAS DataBase Reference) |
| NIST chemische Informationen | Methyl 2-furoate(611-13-2) |
| EPA chemische Informationen | 2-Furancarboxylic acid, methyl ester (611-13-2) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH301 (98.4%): Toxic if swallowed [Danger Acute toxicity, oral]P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1609 reports by companies from 10 notifications to the ECHA C&L Inventory.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Regulatorische Informationen | Chemical: 2-Furancarboxylic acid, methyl esterRegulation (EC) No 1831/2003 (amended)Methyl 2-furancarboxylate: Does not have an individual approval but may be used under an appropriate group standard |
| Weitere Sicherheitsinformationen | IMAP assessments - 2-Furancarboxylic acid, methyl ester: Environment tier I assessment |
| Hazard Classes and Categories | Acute Tox. 3 (98.4%) |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 2810 6.1/PG 3 |
| Zollcode | 29321900 |
| RTECS-Nr. | LV1950000 |
| R-Sätze (R) | 36/37/38-21/22-22 |
| Gefahrensymbole | Xn,Xi |
| hazard_note | Irritant |
| Sicherheitshinweise (S) | 26-36-36/37/39 |
| Gefahrenklasse | 6.1Acute Tox. 3 OralAcute Tox. 4 DermalEye Irrit. 2Skin Irrit. 2STOT SE 3 |
| Verpackungsgruppe | III |
| Lagerklasse | 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects |
Anwendungen & Verwendung
Beschreibung
Methyl 2-furoate has a pleasant, fruity odor similar to mushroom, fungus or tobacco with a sweet, tart, fruity taste that is quite heavy. May be prepared from 2-furoic acid in methanol solution in the presence of HCL as catalyst (oxidation or Carmizzaro reaction).
Occurrence
Reported found in cranberry, guava, baked potato, raisin, papaya, blackberry, baked potato, tomato, cognac, coffee, filbert, peanut, cocoa, passion fruit, almonds, tamarind, soursop, dried bonito, kiwifruit, mountain papaya, wild rice, okra, grape brandy and roasted hazelnut.
Verwenden
Methyl 2-furoate (Methyl furan-2-carboxylate, Methyl pyromucate) was used to synthesize cis-fused 5-oxofuro[2,3-b]furans. It was also used in the preparation of sesquiterpene lactone.
Herstellung & Synthese
synthetische
From 2-furoic acid in methanol solution in the presence of HCl as catalyst (oxidation or Carmizzaro reaction)