Methyl-p-hydroxycinnamat
Methyl p-coumarate · METHYL COUMARATE · methyl (E)-3-(4-hydroxyphenyl)acrylate · Methyl (2E)-3-(4-hydroxyphenyl)-2-propenoate · METHYL 4-COUMARATE · TIMTEC-BB SBB002393 · METHYLPARA-COUMARATE · p-Coumaric acid methyl
Identifikatoren & physikalische Daten
| CAS No. | 3943-97-3 |
|---|---|
| Summenformel | C10H10O3 |
| Durchschnittliche Molmasse | 178,18 g/mol |
| Monoisotopische Masse | 178,06299418 g/mol |
| SMILES | COC(=O)C=Cc1ccc(O)cc1 |
| InChIKey | NITWSHWHQAQBAW-UHFFFAOYSA-N |
| PubChem CID | 92203 |
| EC No. | 223-531-1 |
| DTXSID | DTXSID101315877 |
| Lokaler Name | Methyl-p-hydroxycinnamat |
Chemische & physikalische Eigenschaften
| XLogP | 2,3 |
|---|---|
| Polarare Oberfläche (TPSA) | 46,5 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 3 |
| Schwere Atome | 13 |
| Formalladung | 0 |
| Komplexität | 190 |
| Schmelzpunkt | 144-145° |
| Siedepunkt | 306.6±17.0 °C(Predicted) |
| Dichte | 1+-.0.06 g/cm3(Predicted) |
| Dampfdruck | 0.056Pa at 25℃ |
| Lagerbedingungen | Inert atmosphere,Room Temperature |
| pKa (Säurekonstante) | 8.82±0.13(Predicted) |
| Aggregatzustand | crystals |
| Farbe | White |
| Löslichkeit | 5.332g/L at 25℃ |
| InChI | InChI=1S/C10H10O3/c1-13-10(12)7-4-8-2-5-9(11)6-3-8/h2-7,11H,1H3 |
| InChIKey | NITWSHWHQAQBAW-UHFFFAOYSA-N |
| SMILES | C(OC)(=O)C=CC1=CC=C(O)C=C1 |
| LogP (Verteilungskoeffizient) | 1.88 at 25℃ |
| CAS Datenbank | 3943-97-3(CAS DataBase Reference) |
| NIST chemische Informationen | 2-Propenoic acid, 3-(4-hydroxyphenyl)-, methyl ester(3943-97-3) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH317 (98.2%): May cause an allergic skin reaction [Warning Sensitization, Skin]P261, P272, P273, P280, P302+P352, P321, P333+P317, P362+P364, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 111 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: 2-Propenoic acid, 3-(4-hydroxyphenyl)-, methyl esterStatus: Active Update: 12-06-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/18456 |
| Hazard Classes and Categories | Skin Sens. 1 (98.2%) |
| Zollcode | 2916399090 |
| Gefahrenklasse | IRRITANT |
Anwendungen & Verwendung
Beschreibung
Methyl 4-hydroxycinnamate is an atifungal agent and a cinnamic acid derivative used in structure-antifungal activity relationship studies against Aspergillus flavus, Aspergillus terreus, and Aspergillus niger.
Occurrence
Methyl 4-hydroxycinnamate isolated from the herbs of Piper longum, Alpinia blepharocalyx, and Grevillea robusta.
Verwenden
3-(4-Hydroxyphenyl)-2-propenoic Acid Methyl Ester is used in the synthesis of AB3 and constitutional isomeric AB2 phenylpropyl ether-based supramolecular dendrimers. Also used in the synthesis of potent antagonists of leukotrines.