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N-(Trimethylsilyl)imidazole

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N-(Trimethylsilyl)imidazole Basic information
N-(Trimethylsilyl)imidazole Chemical Properties
  • Melting point:-42 °C
  • Boiling point:93-94 °C14 mm Hg(lit.)
  • Density 0.957 g/mL at 20 °C
  • refractive index n20/D 1.475(lit.)
  • Flash point:42 °F
  • storage temp. 2-8°C
  • pka7.96±0.10(Predicted)
  • form Liquid
  • color Clear colorless to yellow
  • Specific Gravity0.956
  • Water Solubility decomposes
  • Sensitive Moisture Sensitive
  • Hydrolytic Sensitivity7: reacts slowly with moisture/water
  • BRN 606148
  • InChIKeyYKFRUJSEPGHZFJ-UHFFFAOYSA-N
  • CAS DataBase Reference18156-74-6(CAS DataBase Reference)
  • NIST Chemistry Reference1h-Imidazole, 1-(trimethylsilyl)-(18156-74-6)
  • EPA Substance Registry System1H-Imidazole, 1-(trimethylsilyl)- (18156-74-6)
Safety Information
MSDS
N-(Trimethylsilyl)imidazole Usage And Synthesis
  • Chemical PropertiesColorless transparent liquid
  • UsesA general silylating agent, particularly for alcohols. An intermediate for the synthesis of imidazole derivatives.
  • UsesSilylating reagent for the protection of hydroxyl groups in the presence of amine functionalities.1
  • UsesN-(trimethylsilyl) imidazole (TMSim) is quite reactive with hydroxyl groups in a variety of analytes including a variety of lipids.As with other derivatization reactions,microwave heating can greatly improve process efficiency.
  • DefinitionChEBI: A member of the class of imidazoles in which the hydrogen at position 1 is replaced by a trimethylsilyl group. N-trimethylsilylimidazole is a derivatisation agent used in gas chromatography/mass spectrometry applications.
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