Methyl-N-methylanthranilat
DIMETHYL ANTHRANILATE · METHYL N-METHYLANTHRANILATE · Benzoic acid, 2-(methylamino)-, methyl ester · Methyl methanthranilate · METHYL METHYLANTHRANILATE · FEMA 2718 · DIMETHYLANTHRANILAT · 2-Methylaminomethyl benzoate
Identifikatoren & physikalische Daten
| CAS No. | 85-91-6 |
|---|---|
| Summenformel | C9H11NO2 |
| Durchschnittliche Molmasse | 165,19 g/mol |
| Monoisotopische Masse | 165,07897859 g/mol |
| SMILES | CNc1ccccc1C(=O)OC |
| InChIKey | GVOWHGSUZUUUDR-UHFFFAOYSA-N |
| PubChem CID | 6826 |
| ChEMBL | CHEMBL1409791 |
| ChEBI | CHEBI:142267 |
| EC No. | 201-642-6 |
| DTXSID | DTXSID1052581 |
| Lokaler Name | Methyl-N-methylanthranilat |
Chemische & physikalische Eigenschaften
| XLogP | 2,3 |
|---|---|
| Polarare Oberfläche (TPSA) | 38,3 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 3 |
| Schwere Atome | 12 |
| Formalladung | 0 |
| Komplexität | 159 |
| Schmelzpunkt | 17-19 °C(lit.) |
| Siedepunkt | 256 °C(lit.) |
| Dichte | 1.126 g/mL at 25 °C(lit.) |
| Dampfdruck | 2.74Pa at 25℃ |
| FEMA | 2718 | METHYL N-METHYLANTHRANILATE |
| Brechungsindex | n20/D 1.579(lit.) |
| Flammpunkt | >230 °F |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | Miscible in all proportions with ethanol 96%, DMSO and diethyl ether.329.792mg/L at 30℃ |
| pKa (Säurekonstante) | 2.80±0.10(Predicted) |
| Aggregatzustand | 19°C Liquid |
| Farbe | Colourless to Yellow |
| pH | 7-8 (H2O, 20℃) |
| Geruch | at 100.00 %. fruity musty sweet neroli powdery phenolic wine |
| Geruchsart | floral |
| Biologische Quelle | synthetic |
| JECFA Number | 1545 |
| BRN | 607217 |
| Kosmetik-Inhaltsstoffe Funktionen | FRAGRANCE |
| InChI | 1S/C9H11NO2/c1-10-8-6-4-3-5-7(8)9(11)12-2/h3-6,10H,1-2H3 |
| InChIKey | GVOWHGSUZUUUDR-UHFFFAOYSA-N |
| SMILES | CNc1ccccc1C(=O)OC |
| LogP (Verteilungskoeffizient) | 2.81-3.08 at 25℃ |
| CAS Datenbank | 85-91-6(CAS DataBase Reference) |
| NIST chemische Informationen | Benzoic acid,o-(methylamino)-, methyl ester(85-91-6) |
| EPA chemische Informationen | Methyl N-methyl anthranilate (85-91-6) |
Sicherheit & Vorschriften
| Wassergefährdungsklasse (WGK) | 1 |
|---|---|
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 2922498590 |
| RTECS-Nr. | CB3500000 |
| R-Sätze (R) | 36/37/38 |
| Gefahrensymbole | Xi |
| Sicherheitshinweise (S) | 26-36-36/37/39-22 |
| Lagerklasse | 10 - Combustible liquids |
| Gefahrstoffdaten | 85-91-6(Hazardous Substances Data) |
| Gefahrenklasse | Eye Irrit. 2 |
Anwendungen & Verwendung
Beschreibung
Methyl n-methylanthranilate has an orange and mandarin peel-like odor with a musty, grape-like flavor. It is somewhat more berry-like than grape. May be prepared by methylation of methyl anthranilate or esterification of N-methylanthranilic acid.
Occurrence
Reported found in mandarin essential oil and mandarin leaves essential oil (50 to 76.5%); also reported in the oil from bulbs of Kaempferia ethelae L., in orange petitgrain, and in the oil from hyacinth flowers. Also reported found in starfruit, orange peel oil and grapefruit juice.
Verwenden
Methyl 2-(Methylamino)benzoate is one of many volatile components from mango cultivars.
Herstellung & Synthese
synthetische
By methylation of methyl anthranilate or esterification of N-methylanthranillic acid.