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8.18204

Sigma-Aldrich

N-(Trimethylsilyl)imidazole

for synthesis

Synonym(s):

N-(Trimethylsilyl)imidazole, TSIM

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About This Item

Empirical Formula (Hill Notation):
C6H12N2Si
CAS Number:
Molecular Weight:
140.26
MDL number:
UNSPSC Code:
12352103
EC Index Number:
242-040-3
NACRES:
NA.22

Quality Level

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

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

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

42.8 °F - closed cup

Flash Point(C)

6 °C - closed cup


Certificates of Analysis (COA)

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