HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methyl-4-aminobenzoat
4-AMINOBENZOIC ACID METHYL ESTER · Tetracaine Impurity 1 · 4-carbomethoxyaniline · p-Aminobenzoic acid methyl ester · benzoicacid,4-amino-,methylester · h-4-abz-ome · TIMTEC-BB SBB004063 · Benzocaine impurity H
Identifikatoren & physikalische Daten
| CAS No. | 619-45-4 |
|---|---|
| Summenformel | C8H9NO2 |
| Durchschnittliche Molmasse | 151,16 g/mol |
| Monoisotopische Masse | 151,06332853 g/mol |
| SMILES | COC(=O)c1ccc(N)cc1 |
| InChIKey | LZXXNPOYQCLXRS-UHFFFAOYSA-N |
| PubChem CID | 12082 |
| ChEMBL | CHEMBL1927048 |
| EC No. | 210-598-7 |
| DTXSID | DTXSID7060704 |
| Lokaler Name | Methyl-4-aminobenzoat |
Chemische & physikalische Eigenschaften
| XLogP | 1,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 52,3 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 139 |
| LogP (Verteilungskoeffizient) | 1.48 |
| Schmelzpunkt | 110-111 °C (lit.) |
| Siedepunkt | 273.17°C (rough estimate) |
| Dichte | 1.2023 (rough estimate) |
| Brechungsindex | 1.5810 (estimate) |
| Lagerbedingungen | Keep in dark place,Sealed in dry,Room Temperature |
| Löslichkeit | 3.82g/lSoluble in alcohol and ether. Slightly soluble in water. |
| Aggregatzustand | Crystals or Crystalline Powder |
| pKa (Säurekonstante) | pK1:2.38(+1) (25°C) |
| Farbe | White to beige |
| BRN | 775913 |
| InChI | 1S/C8H9NO2/c1-11-8(10)6-2-4-7(9)5-3-6/h2-5H,9H2,1H3 |
| InChIKey | LZXXNPOYQCLXRS-UHFFFAOYSA-N |
| SMILES | COC(=O)c1ccc(N)cc1 |
| LogP (Verteilungskoeffizient) | 1.370 |
| CAS Datenbank | 619-45-4(CAS DataBase Reference) |
| NIST chemische Informationen | Benzoic acid, 4-amino-, methyl ester(619-45-4) |
| EPA chemische Informationen | Benzoic acid, 4-amino-, methyl ester (619-45-4) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 46 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: Benzoic acid, 4-amino-, methyl ester |
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29224995 |
| RTECS-Nr. | DG2900000 |
| R-Sätze (R) | 36/37/38-20/21/22 |
| Gefahrensymbole | Xi,Xn |
| Sicherheitshinweise (S) | 26-37/39-36/37/39 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Verwenden
Methyl 4-aminobenzoate is used in the synthesis of guanidine alkaloids, (±)-martinelline and (±)-martinellic acid by a protic acid catalyzed hetero Diels-Alder coupling reaction with N-Cbz 2-pyrroline. It is also used in organic synthesis and acts as a dye intermediate. Further, it is used to prepare 4-(2-methyl-4-oxo-4H-quinazolin-3-yl)-benzoic acid methyl ester by reacting with 2-acetylamino-benzoic acid.