2,3-Naphthylendiamin
DAN · Naphthalene-2,3-diamine · 2,3-DIAMINONAPHTHALENE · 2,3-NAPHTHALENEDIAMINE · DAND1 · JACS-771-97-1 · NAPHTHALENEDIAMINE · TIMTEC-BB SBB000127
Identifikatoren & physikalische Daten
| CAS No. | 771-97-1 |
|---|---|
| Summenformel | C10H10N2 |
| Durchschnittliche Molmasse | 158,2 g/mol |
| Monoisotopische Masse | 158,08439832 g/mol |
| SMILES | Nc1cc2ccccc2cc1N |
| InChIKey | XTBLDMQMUSHDEN-UHFFFAOYSA-N |
| PubChem CID | 69872 |
| EC No. | 212-241-0 |
| DTXSID | DTXSID4061121 |
| Lokaler Name | 2,3-Naphthylendiamin |
Chemische & physikalische Eigenschaften
| XLogP | 1,9 |
|---|---|
| Polarare Oberfläche (TPSA) | 52 |
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 12 |
| Formalladung | 0 |
| Komplexität | 140 |
| Stoffklassen | Other Classes -> Naphthalenes |
| LogP (Verteilungskoeffizient) | 1.54 |
| Dampfdruck | 0.0000293 [mmHg] |
| Physical Description | Powder[Aldrich MSDS] |
| Schmelzpunkt | 197-203 °C |
| Siedepunkt | 273.29°C (rough estimate) |
| Dichte | 1.0968 |
| Brechungsindex | 1.6392 (estimate) |
| Lagerbedingungen | Keep in dark place,Inert atmosphere,2-8°C |
| Löslichkeit | pyridine: soluble50mg/mLSlightly soluble in water. Soluble in pyridine, dimethylsulfoxide, dimethyformamide, dil.hydrochloric acid, ethanol, ether and hot methanol. |
| pKa (Säurekonstante) | 5.36±0.10(Predicted) |
| Aggregatzustand | Crystalline Powder |
| Farbe | Green-brown to brown |
| BRN | 2206394 |
| Stabilität | Stable. Combustible. Incompatible with strong oxidizing agents. |
| InChI | InChI=1S/C10H10N2/c11-9-5-7-3-1-2-4-8(7)6-10(9)12/h1-6H,11-12H2 |
| InChIKey | XTBLDMQMUSHDEN-UHFFFAOYSA-N |
| SMILES | C1=C2C(C=CC=C2)=CC(N)=C1N |
| CAS Datenbank | 771-97-1(CAS DataBase Reference) |
| EPA chemische Informationen | 2,3-Naphthalenediamine (771-97-1) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (97.9%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 47 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: 2,3-Naphthalenediamine |
| Gefahrenübersicht | An irritantHarmful by ingestionTargets the bladder[Aldrich MSDS] See 1,5-Naphthalenediamine. See beta-Naphthylamine and alpha-Naphthylamine. |
| Hazard Classes and Categories | Acute Tox. 4 (97.9%) |
| F | 8-10-23 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | 2811 |
| Zollcode | 29215900 |
| R-Sätze (R) | 22-36/37/38-45 |
| Gefahrensymbole | Xn,T |
| Sicherheitshinweise (S) | 26-45-53 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrenklasse | Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3 |
Anwendungen & Verwendung
Beschreibung
2,3-Diaminonaphthalene is a highly selective colorimetric and fluorometric reagent for selenium detection and also used for the fluorometric determination of nitrite. It is also useful for detection of ketones and alpha-keto acids.2,3-Diaminonaphthalene reacts with nitrosonium, which is formed from nitrite at low pH, to form the fluorescent dye 1 H-naphthotriazole. This method can be used to detect 10 nM to 10 uM of nitrite (NO2-) and is compatible with 96-well format.Fluorometric probe for nitriteQuantify 10 nM to 10 uM of nitriteYellow orange solid soluble in DMSO
Verwenden
In a reaction similar to that of DAF-FM , 2,3- diaminonaphthalene (D-7918) reacts with the nitrosonium cation that forms spontaneously from NO to form the fluorescent product 1H-naphthotriazole.Using 2,3-diaminonaphthalene, researchers have developed a rapid, quantitative fluorometric assay that can detect from 10 nM to 10 μM nitrite and is compatible with a 96-well microplate format.