2-Phenylindol
2-PHENYL-1H-INDOLE · 1H-Indole,2-phenyl- · NSC 15776 · stabilizeri · Stabilizer I · -Phenylindole · A-PHENYLINDOL · 2-PHENYLINDOLE
Identifikatoren & physikalische Daten
| CAS No. | 948-65-2 |
|---|---|
| Summenformel | C14H11N |
| Durchschnittliche Molmasse | 193,24 g/mol |
| Monoisotopische Masse | 193,08914935 g/mol |
| SMILES | c1ccc(-c2cc3ccccc3[nH]2)cc1 |
| InChIKey | KLLLJCACIRKBDT-UHFFFAOYSA-N |
| PubChem CID | 13698 |
| ChEMBL | CHEMBL75756 |
| ChEBI | CHEBI:113541 |
| EC No. | 213-436-3 |
| DTXSID | DTXSID8061343 |
| Lokaler Name | 2-Phenylindol |
Chemische & physikalische Eigenschaften
| XLogP | 3,8 |
|---|---|
| Polarare Oberfläche (TPSA) | 15,8 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 0 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 15 |
| Formalladung | 0 |
| Komplexität | 207 |
| Stoffklassen | Nitrogen Compounds -> Indoles |
| SpringerMaterials Properties | Luminescence |
| Löslichkeit | 0.7 [ug/mL] (The mean of the results at pH 7.4)almost transparency in Methanol |
| Physical Description | Powder[Alfa Aesar MSDS] |
| Schmelzpunkt | 188-190 °C (lit.) |
| Siedepunkt | 250 °C/10 mmHg (lit.) |
| Dichte | 1.1061 (rough estimate) |
| Brechungsindex | 1.5850 (estimate) |
| Flammpunkt | 250°C/10mm |
| Lagerbedingungen | Sealed in dry,Room Temperature |
| Aggregatzustand | Powder |
| pKa (Säurekonstante) | 16.80±0.30(Predicted) |
| Farbe | Off-white to beige or slightly green |
| InChI | 1S/C14H11N/c1-2-6-11(7-3-1)14-10-12-8-4-5-9-13(12)15-14/h1-10,15H |
| InChIKey | KLLLJCACIRKBDT-UHFFFAOYSA-N |
| SMILES | c1ccc(cc1)-c2cc3ccccc3[nH]2 |
| CAS Datenbank | 948-65-2(CAS DataBase Reference) |
| NIST chemische Informationen | 1H-Indole, 2-phenyl-(948-65-2) |
| EPA chemische Informationen | 1H-Indole, 2-phenyl- (948-65-2) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 2.2% (1 of 45) of reports.DangerH315 (93.3%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P273, P280, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 45 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: 1H-Indole, 2-phenyl- |
| Gefahrenübersicht | May cause irritation[Alfa Aesar MSDS] See 3-Methylindole. |
| Hazard Classes and Categories | Skin Irrit. 2 (93.3%) |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29309090 |
| RTECS-Nr. | NM1272500 |
| R-Sätze (R) | 37/38-41 |
| Gefahrensymbole | Xi |
| Sicherheitshinweise (S) | 26-39 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrenklasse | Eye Dam. 1Skin Irrit. 2STOT SE 3 |
Anwendungen & Verwendung
Verwenden
Reactant for preparation of: • ;Oxopyrrolidine analogs via iodine-catalyzed Markovnikov addition1• ;Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators2• ;Organic light emitting diodes (OLEDs)3• ;Anti inflammatory agents4• ;Potential cyclooxygenase-1 (COX-1)/cyclooxygenase-2 (COX-2) inhibitors5• ;Agents for cancer and malaria therapy6• ;Antifungal and antibacterial agents7• ;Fluorescent probes8Reactant in:• ;Difluorohydroxylation reactions†• ;Mannich-type reactions†
Herstellung & Synthese
synthetische
2-phenylindole is prepared by condensing phenylhydrazine and acetophenone, and then closing the ring in the presence of zinc chloride. or it can be prepared by heating bromoacetophenone with excess aniline, or heating N-(2-methylphenyl)benzamide and sodium ethoxide at 360-380℃ in isolation from air.