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N-(Trimethylsilyl)imidazol
TMSI · TMSIM · TSIM · TRIMETHYLSILYLIMIDAZOLE · TMS-IMIDAZOLE · 1-(TRIMETHYLSILYL)IMIDAZOLE · N-TRIMETHYLSILYLIMIDAZOLE · SIM
Identifikatoren & physikalische Daten
| CAS No. | 18156-74-6 |
|---|---|
| Summenformel | C6H12N2Si |
| Durchschnittliche Molmasse | 140,26 g/mol |
| Monoisotopische Masse | 140,07697491 g/mol |
| SMILES | C[Si](C)(C)n1ccnc1 |
| InChIKey | YKFRUJSEPGHZFJ-UHFFFAOYSA-N |
| PubChem CID | 28925 |
| ChEMBL | CHEMBL1565732 |
| ChEBI | CHEBI:85063 |
| EC No. | 242-040-3 |
| DTXSID | DTXSID5066326 |
| Lokaler Name | N-(Trimethylsilyl)imidazol |
Chemische & physikalische Eigenschaften
| Polarare Oberfläche (TPSA) | 17,8 |
|---|---|
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 9 |
| Formalladung | 0 |
| Komplexität | 97,7 |
| Stoffklassen | Nitrogen Compounds -> Imidazoles |
| SpringerMaterials Properties | 29Si nuclear magnetic resonance spectrum |
| Löslichkeit | 14.6 [ug/mL] (The mean of the results at pH 7.4)Chloroformdecomposes |
| Physical Description | Colorless or light yellow liquid[Alfa Aesar MSDS] |
| Schmelzpunkt | -42 °C |
| Siedepunkt | 93-94 °C14 mm Hg(lit.) |
| Dichte | 0.957 g/mL at 20 °C |
| Brechungsindex | n20/D 1.475(lit.) |
| Flammpunkt | 42 °F |
| Lagerbedingungen | Store below +30°C. |
| Aggregatzustand | Liquid |
| pKa (Säurekonstante) | 7.96±0.10(Predicted) |
| Wichte | 0.956 |
| Farbe | Clear colorless to yellow |
| BRN | 606148 |
| Stabilität | Air and Moisture Sensitive |
| InChI | 1S/C6H12N2Si/c1-9(2,3)8-5-4-7-6-8/h4-6H,1-3H3 |
| InChIKey | YKFRUJSEPGHZFJ-UHFFFAOYSA-N |
| SMILES | C[Si](C)(C)n1ccnc1 |
| CAS Datenbank | 18156-74-6(CAS DataBase Reference) |
| NIST chemische Informationen | 1h-Imidazole, 1-(trimethylsilyl)-(18156-74-6) |
| EPA chemische Informationen | 1H-Imidazole, 1-(trimethylsilyl)- (18156-74-6) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH225 (56.7%): Highly Flammable liquid and vapor [Danger Flammable liquids]P203, P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P363, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 90 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: 1H-Imidazole, 1-(trimethylsilyl)-Status: Active Update: 14-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/336811H-Imidazole, 1-(trimethylsilyl)-: Does not have an individual approval but may be used under an appropriate group standard |
| Gefahrenübersicht | Causes decreased immune response in intraperitoneal lethal-dose studies of mice[RTECS] Decomposed by waterAn irritant[Alfa Aesar MSDS] |
| Hazard Classes and Categories | Flam. Liq. 2 (56.7%) |
| F | 10-21 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 1993 3/PG 2 |
| Zollcode | 29332990 |
| RTECS-Nr. | NI8700000 |
| R-Sätze (R) | 11-36/37/38-14-40-34-37-35-20/21/22 |
| Gefahrensymbole | F,Xi,C |
| Sicherheitshinweise (S) | 16-26-33-37/39-45-36/37/39 |
| Gefahrenklasse | 3Acute Tox. 4 OralEye Irrit. 2Flam. Liq. 2Skin Irrit. 2 |
Anwendungen & Verwendung
Verwenden
N-(Trimethylsilyl)imidazole is a silylating agent for alcohols and 1,3-dicarbonyl compounds; reaction with esters to give imidazolides; preparation of O-trimethylsilyl monothioacetals; aromatization of the A-ring of steroids. It participates in the reactions of Hydroxyl Silylation Reactions, Silyl Aminal Formation Reactions, Nitrogen Silylation Reactions, Acyl Imidazole Formation, Michael Addition Reactions, Substitution Reactions, Phosphoroimidazolidate Formation, and other uses.