HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
3-Chinolylamin
QUINOLIN-3-AMINE · 3-AQ · 3-AminoquinoL · 3-Quinolylamine · 3-QUINOLINAMINE · 3-Quinolineamine · 3-amino-quinolin · 3-AMINOQUINOLINE
Identifikatoren & physikalische Daten
| CAS No. | 580-17-6 |
|---|---|
| Summenformel | C9H8N2 |
| Durchschnittliche Molmasse | 144,17 g/mol |
| Monoisotopische Masse | 144,06874826 g/mol |
| SMILES | Nc1cnc2ccccc2c1 |
| InChIKey | SVNCRRZKBNSMIV-UHFFFAOYSA-N |
| PubChem CID | 11375 |
| ChEMBL | CHEMBL80298 |
| ChEBI | CHEBI:166512 |
| EC No. | 209-455-1 |
| DTXSID | DTXSID8060379 |
| Lokaler Name | 3-Chinolylamin |
Chemische & physikalische Eigenschaften
| XLogP | 1,6 |
|---|---|
| Polarare Oberfläche (TPSA) | 38,9 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 136 |
| SpringerMaterials Properties | Chemical shift |
| Schmelzpunkt | 91-92 °C(lit.) |
| Siedepunkt | 137 °C / 1mmHg |
| Dichte | 1.1148 (estimate) |
| Brechungsindex | 1.7080 (estimate) |
| Lagerbedingungen | Store below +30°C. |
| Löslichkeit | methanol: 0.1 g/mL, clearslightly soluble in hot water |
| pKa (Säurekonstante) | 4.91(at 20℃) |
| Aggregatzustand | Crystalline Powder or Crystals |
| Farbe | White to beige |
| BRN | 113317 |
| InChI | 1S/C9H8N2/c10-8-5-7-3-1-2-4-9(7)11-6-8/h1-6H,10H2 |
| InChIKey | SVNCRRZKBNSMIV-UHFFFAOYSA-N |
| SMILES | Nc1cnc2ccccc2c1 |
| CAS Datenbank | 580-17-6(CAS DataBase Reference) |
| NIST chemische Informationen | 3-Quinolinamine(580-17-6) |
| EPA chemische Informationen | 3-Quinolinamine (580-17-6) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (10.9%): 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 46 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (10.9%) |
| CSL Reaction Information | CSL001293-AMINOQUINOLINE + SODIUM ETHYLXANTHATEI was attempting to prepare 3-[ethoxy(thiocarbonyl)thio]quinoline by reacting the diazonium salt of 3-aminoquinine with potassium ethyl xanthate when an explosion occurred. Thankfully, the injury I received was minor. I was following the procedure described in the Journal of the Chemical Society, Part III [3, 2384 (1959)] on twice their scale. Jerry March's book "Advanced Organic Chemistry: Reactions, Mechanisms, Structure" (New York: John Wiley & Sons, 1992, 4th edition, page 670) lists the procedure as a customary route for the desired aryl xanthate ester and a convenient method for producing thiophenols. The same procedure is also described in "Organic Syntheses, Collective Volume III" (New York: John Wiley & Sons, page 809), which contains a cautionary note about a reported explosion, although the editors found no unusual reactivity. Since diazo esters were present, the explosion most likely resulted from the diazo ester's tendency to decompose explosively. It is unclear whether the diazo ester is a precursor of the desired product or whether the diazo ester forms through a competitive reaction. The reaction proceeded without event. But unlike the literature preparations, precipitation occurred during product extraction with diethyl ether and was isolated by filtration. A 1H NMR of the wet cake was consistent with the desired structure. The solid was air-dried overnight and weighed 17 g. The detonation occurred when a metal spatula was inserted into the solid. Related work in Tetrahedron Letters [26, 6365 (1985)] successfully demonstrated the safe preparation of diaryl sulfides. However, this was done at 25 ºC (mine at 45 ºC) with care taken to avoid heat, since a reference is cited of an explosion at 60 ºC. Also, the disappearance of the suspected diazo sulfide was monitored by thin layer chromatography, and sluggish reactions were not pushed to conversion. Instead, chromatography was used to remove any intermediates.M (up to 100g)http://pubs.acs.org/cen/safety/20010709.html |
| F | 2-10 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | 2811 |
| Zollcode | 29334990 |
| RTECS-Nr. | VA9622000 |
| R-Sätze (R) | 36/38-68-36/37/38-20/21/22 |
| Toxizität | mma-sat 5 mmol/plate MUREAV 187,191,87 |
| Gefahrensymbole | Xi,Xn |
| Sicherheitshinweise (S) | 26-36-36/37/39-22 |
| Gefahrenklasse | IRRITANTEye Irrit. 2Skin Irrit. 2STOT SE 3 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Verwenden
3-Aminoquinoline was used:in liquid matrix for matrix-assisted laser desorption/ionization mass spectrometry (MALDI-MS) for glycopeptides, carbohydrates and phosphopeptidesin liquid matrix during novel glycan-labeling method for quantitative profiling of N-glycan by MALDI-MS analysisas derivatizing reagent for MALDI-MS analysis of oligosachharides