2-Furylmethanthiol
2-Furfurylthiol · 2-FURANMETHANETHIOL · FEMA 2493 · FURFURYL THIOL · Furfural mercaptan · ALPHA-FURFURYL MERCAPTAN · usafb-58 · NSC 41142
Identifikatoren & physikalische Daten
| CAS No. | 98-02-2 |
|---|---|
| Summenformel | C5H6OS |
| Durchschnittliche Molmasse | 114,17 g/mol |
| Monoisotopische Masse | 114,01393598 g/mol |
| SMILES | SCc1ccco1 |
| InChIKey | ZFFTZDQKIXPDAF-UHFFFAOYSA-N |
| PubChem CID | 7363 |
| ChEMBL | CHEMBL3560314 |
| ChEBI | CHEBI:166536 |
| EC No. | 202-628-2 |
| DTXSID | DTXSID7052654 |
| Lokaler Name | 2-Furylmethanthiol |
Chemische & physikalische Eigenschaften
| XLogP | 1,3 |
|---|---|
| Polarare Oberfläche (TPSA) | 14,1 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 7 |
| Formalladung | 0 |
| Komplexität | 56 |
| Dichte | 1.125-1.135 (20 °C)1.132 g/mL at 25 °C(lit.) |
| Löslichkeit | 5000 mg/L @ 20 °C (exp)Insoluble in watersoluble in oilsMiscible at room temperature (in ethanol)Chloroform (Slightly), Ethyl Acetate (Slightly) |
| Siedepunkt | 263.00 to 265.00 °C. @ 17.00 mm Hg154-155 °C155 °C(lit.) |
| Schmelzpunkt | 113.00 to 115.00 °C. @ 760.00 mm Hg157.5 °C |
| Brechungsindex | 1.527-1.542n20/D 1.531(lit.) |
| Physical Description | Colourless oily liquidextremely powerful and diffusive odour which on dilution becomes agreeable, coffee-like, caramellic-burnt, sweet |
| Kovats Retention Index | 88389190188888988788189289490790090387889091591192891490891291890991391014391417143214371425143514431424142714301423143114201414 |
| FEMA | 2493 | FURFURYL MERCAPTAN |
| Flammpunkt | 113 °F |
| Lagerbedingungen | Flammables area |
| pKa (Säurekonstante) | 9.59±0.10(Predicted) |
| Aggregatzustand | Liquid |
| Farbe | Clear colorless to pale yellow |
| Geruch | at 0.10 % in dipropylene glycol. sulfury roasted coffee oily fatty burnt smoky |
| Geruchsart | coffee |
| Biologische Quelle | synthetic |
| JECFA Number | 1072 |
| BRN | 383594 |
| Stabilität | Air Sensitive |
| Hauptanwendungen | flavors and fragrances |
| Kosmetik-Inhaltsstoffe Funktionen | PERFUMING |
| InChI | 1S/C5H6OS/c7-4-5-2-1-3-6-5/h1-3,7H,4H2 |
| InChIKey | ZFFTZDQKIXPDAF-UHFFFAOYSA-N |
| SMILES | SCc1ccco1 |
| LogP (Verteilungskoeffizient) | 1.73 |
| CAS Datenbank | 98-02-2(CAS DataBase Reference) |
| NIST chemische Informationen | 2-Furanmethanethiol(98-02-2) |
| EPA chemische Informationen | 2-Furanmethanethiol (98-02-2) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for < 0.1% (1 of 1702) of reports.WarningH226 (> 99.9%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1702 reports by companies from 5 notifications to the ECHA C&L Inventory.Reported as not meeting GHS hazard criteria per 1 of 1702 reports by companies.There are 4 notifications provided by 1701 of 1702 reports by companies with hazard statement code(s).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-FuranmethanethiolRegulation (EC) No 1831/2003 (amended)2-Furanmethanethiol: Does not have an individual approval but may be used under an appropriate group standard |
| Weitere Sicherheitsinformationen | IMAP assessments - 2-Furanmethanethiol: Environment tier I assessment |
| Hazard Classes and Categories | Flam. Liq. 3 (> 99.9%)Flammable liquids - Category 3 |
| F | 10-13-23 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 3336 3/PG 3 |
| Zollcode | 29321900 |
| RTECS-Nr. | LU2100000 |
| R-Sätze (R) | 10-36/37-20/21/22 |
| Gefahrensymbole | F,Xn |
| Sicherheitshinweise (S) | 23-24/25-16-36-26-7/9 |
| Gefahrenklasse | 3Flam. Liq. 3 |
| Verpackungsgruppe | III |
| Lagerklasse | 3 - Flammable liquids |
Anwendungen & Verwendung
Beschreibung
Furfuryl mercaptan has a characteristic unpleasant odor. It is prepared by reacting thiourea and furfuryl chloride with subsequent hydrolysis of the reaction product; also by reduction of difurfuryl disulfide in alcoholic solution using zinc dust and a small amount of acetic acid or using activated alumina. Furfuryl mercaptan tends to polymerize when heated in the presence of mineral acids.
Occurrence
Reported found in raw and roasted chicken, cooked beef, grilled pork, sesame seed oil, coffee and popcorn; tends to polymerize when heated in the presence of mineral acids
Verwenden
Furfuryl Mercaptam is a volatile flavor component of corn tortilla chips.
Herstellung & Synthese
synthetische
Furfuryl mercaptan is prepared from furfuryl alcohol, thiourea, and hydrogen chloride.The resulting S-furfurylisothiouronium chloride is cleaved with sodium hydroxide to give furfuryl mercaptan.