HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
N-Acetylimidazol
NAI · 1-(1H-imidazol-1-yl)ethan-1-one · N-ACETYLIMIDAZOLE · 1-Imidazol-1-ylethanone · Acetylimidazole · 4-ACETYLIMIDAZOLE · 1-Acetylimida · N-Acylimidazole
Identifikatoren & physikalische Daten
| CAS No. | 2466-76-4 |
|---|---|
| Summenformel | C5H6N2O |
| Durchschnittliche Molmasse | 110,11 g/mol |
| Monoisotopische Masse | 110,04801281 g/mol |
| SMILES | CC(=O)n1ccnc1 |
| InChIKey | VIHYIVKEECZGOU-UHFFFAOYSA-N |
| PubChem CID | 17174 |
| ChEMBL | CHEMBL1592087 |
| ChEBI | CHEBI:16984 |
| EC No. | 219-577-7 |
| DTXSID | DTXSID8062440 |
| Lokaler Name | N-Acetylimidazol |
Chemische & physikalische Eigenschaften
| XLogP | -0,3 |
|---|---|
| Polarare Oberfläche (TPSA) | 34,9 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 8 |
| Formalladung | 0 |
| Komplexität | 103 |
| SpringerMaterials Properties | Nuclear quadrupole resonance spectroscopy |
| LogP (Verteilungskoeffizient) | -0.34 |
| Schmelzpunkt | 99-105 °C (lit.) |
| Siedepunkt | 206.4°C (rough estimate) |
| Dichte | 1.2111 (rough estimate) |
| Brechungsindex | 1.4800 (estimate) |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | water: soluble50mg/mL, clear, colorlessHydrolyzes in water. Solubility in methanol (almost transparency). |
| pKa (Säurekonstante) | pKa 3.6(H2O,t = 25,I=0.2) (Uncertain) |
| Aggregatzustand | Adhering Crystals or Crystalline Powder |
| Farbe | White to beige or light tan |
| BRN | 108425 |
| Stabilität | Moisture Sensitive |
| InChI | 1S/C5H6N2O/c1-5(8)7-3-2-6-4-7/h2-4H,1H3 |
| InChIKey | VIHYIVKEECZGOU-UHFFFAOYSA-N |
| SMILES | CC(=O)n1ccnc1 |
| CAS Datenbank | 2466-76-4(CAS DataBase Reference) |
| NIST chemische Informationen | 1H-Imidazole, 1-acetyl-(2466-76-4) |
| EPA chemische Informationen | 1H-Imidazole, 1-acetyl- (2466-76-4) |
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 6 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| F | 10-21 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29332900 |
| RTECS-Nr. | NI3400000 |
| R-Sätze (R) | 36/37/38 |
| Sicherheitshinweise (S) | 24/25 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Verwenden
It is a mild acylating agent and its reactivity can be enhanced by quaternization with, e.g. benzyl bromide. 1-Acetylimidazole was used as acetylation reagent for amino groups. It was also employed for acetylation of histones. It is relatively specific reagent for tyrosyl residue acetylatioa dn a reagent used in the synthesis of annulated imidazole derivatives.