8.18204

N-(Trimethylsilyl)imidazole

for synthesis

• Synonym(s): N-(Trimethylsilyl)imidazole, TSIM
• Empirical Formula (Hill Notation): C₆H₁₂N₂Si
• CAS Number: 18156-74-6
• Molecular Weight: 140.26
• MDL number: MFCD00005280
• UNSPSC Code: 12352103
• EC Index Number: 242-040-3
• NACRES: NA.22

Properties

• Quality Level: 200
• form: liquid
• autoignition temp.: 540 °C (DIN 51794)
• kinematic viscosity: 2.5 cSt(25 °C)
• bp: 212 °C (decomposition)
• mp: -42 °C
• transition temp: flash point 66 °C (DIN 51755 Part 1)
• density: 0.955-0.959 g/cm³ at 25 °C
• storage temp.: 2-30°C
• InChI: 1S/C6H12N2Si/c1-9(2,3)8-5-4-7-6-8/h4-6H,1-3H3
• InChI key: YKFRUJSEPGHZFJ-UHFFFAOYSA-N

Description

Application

• Sterol Analysis: Describes the use of N-trimethylsilylimidazole for derivatizing sterols to facilitate fast GLC/MS analysis, which can be completed in under 12.5 minutes. This application is significant for analytical chemistry, particularly in sterol analysis (M Giera, F Plossl, F Bracher, 2023).


• Synthesis of Aryl-5-arylideneimidazol-4-ones: Discusses a new method using N-Trimethylsilylimidazole for the synthesis of 2,3-diaryl-5-arylidene-4imidazolones, involving a dehydration reaction of N-substituted α,β-unsaturated carbonyl compounds, which is pertinent to medicinal chemistry (VO Topuzyan, SR Tosunyan, ER Aleksanyan, 2023).


• Preparation of Ionic Liquids: Outlines the synthesis of 1, 3-bis-(3-sulfonic acid) propyl imidazolium ionic liquids using N-trimethylsilylimidazole, illustrating its utility in the development of new ionic liquid frameworks useful in materials science (K Yuan, W Huang, T Zhang, L Lv, Y Wang, Z Zou, 2023).


• Ultrasonic synthesis of stable oil filled microcapsules: This study explores the ultrasonic synthesis of oil-filled microcapsules using thiolated chitosan, potentially involving derivatives like ᴅʟ-N-Acetylhomocysteine thiolactone for improved stability and functional properties. The research provides insights into advanced microencapsulation techniques relevant in pharmaceutical and industrial applications (Source).

Analysis Note

Assay (HClO₄): ≥ 97.0 %
Density (d 20 °C/ 4 °C): 0.952 - 0.958
Identity (IR): passes test

Safety Information

• pictograms: GHS02,GHS07
• signalword: Danger
• hcodes: H225 - H315 - H319 - H335
• pcodes: P210 - P233 - P240 - P241 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 3
• flash_point_f: 42.8 °F - closed cup
• flash_point_c: 6 °C - closed cup