Anthranilonitril
ANTHRANILONITRILE · Aminobenzonitrile · 2-CYANOANILINE · Benzonitrile, 2-amino- · ANTHRANILIC ACID NITRILE · AKOS 91125 · 2-CYANANILINE · O-CYANOANILINE
Identifikatoren & physikalische Daten
| CAS No. | 1885-29-6 |
|---|---|
| Summenformel | C7H6N2 |
| Durchschnittliche Molmasse | 118,14 g/mol |
| Monoisotopische Masse | 118,0530982 g/mol |
| SMILES | N#Cc1ccccc1N |
| InChIKey | HLCPWBZNUKCSBN-UHFFFAOYSA-N |
| PubChem CID | 72913 |
| ChEMBL | CHEMBL3561681 |
| EC No. | 217-549-9 |
| DTXSID | DTXSID9051824 |
| Lokaler Name | Anthranilonitril |
Chemische & physikalische Eigenschaften
| XLogP | 1,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 49,8 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 9 |
| Formalladung | 0 |
| Komplexität | 133 |
| Schmelzpunkt | 45-48 °C (lit.) |
| Siedepunkt | 267-268 °C (lit.) |
| Dichte | 1.11 g/cm3 (50℃) |
| Brechungsindex | 1.5500 (estimate) |
| Flammpunkt | >230 °F |
| Lagerbedingungen | Keep in dark place,Inert atmosphere,Room temperature |
| Löslichkeit | Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)INSOLUBLE |
| Aggregatzustand | Crystalline Flakes |
| pKa (Säurekonstante) | 0.77(at 25℃) |
| Farbe | Yellow to beige-brown |
| BRN | 907187 |
| InChI | 1S/C7H6N2/c8-5-6-3-1-2-4-7(6)9/h1-4H,9H2 |
| InChIKey | HLCPWBZNUKCSBN-UHFFFAOYSA-N |
| SMILES | Nc1ccccc1C#N |
| LogP (Verteilungskoeffizient) | 0.901 |
| CAS Datenbank | 1885-29-6(CAS DataBase Reference) |
| NIST chemische Informationen | Benzonitrile, 2-amino-(1885-29-6) |
| EPA chemische Informationen | Benzonitrile, 2-amino- (1885-29-6) |
Sicherheit & Vorschriften
| Wassergefährdungsklasse (WGK) | 2 |
|---|---|
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | 3276 |
| Zollcode | 29269095 |
| RTECS-Nr. | CB4575000 |
| R-Sätze (R) | 20/21/22-36/37/38-43 |
| Toxizität | LD50 ivn-mus: 180 mg/kg CSLNX* NX#00381 |
| Gefahrensymbole | Xn,T,Xi |
| Sicherheitshinweise (S) | 26-36/37-36 |
| Gefahrenklasse | 6.1Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Skin Irrit. 2Skin Sens. 1STOT SE 3 |
| Verpackungsgruppe | III |
| Lagerklasse | 13 - Non Combustible Solids |
Anwendungen & Verwendung
Verwenden
2-Aminobenzonitrile is used for induction of nitrilase activity in Arthrobacter and for radioprotective agent.
Herstellung & Synthese
synthetische
Synthesis of 2-Aminobenzonitrile: 2-Aminobenzamide was dehydrated to 2-aminobenzonitrile without protection of the amino group in the presence of phenylphosphonyl dichloride and pyridine. The highest yield of 96% was obtained using reagent 2d, while reagents 2a-c yielded less than 60%.The reagents used for the reaction included phosphoryl chloride (2a), phenyl phosphoryl dichloride (2b), 4-chlorophenyl phosphoryl dichloride (2c), and phenylphosphonic dichloride (2d) in pyridine.synthesis of aminobenzonitrile by dehydration of aminobenzamide using phenylphosphonic dichloride in pyridine