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92751 Sigma-Aldrich

1-(Trimethylsilyl)imidazole

≥98.0%

Synonym: N-Trimethylsilylimidazole, TMSI, TSIM

  • CAS Number 18156-74-6

  • Empirical Formula (Hill Notation) C6H12N2Si

  • Molecular Weight 140.26

  •  Beilstein/REAXYS Number 606148

  •  EC Number 242-040-3

  •  MDL number MFCD00005280

  •  PubChem Substance ID 329770163

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, C3 to C8, Chemical Synthesis, Heterocyclic Building Blocks, Imidazoles,
Quality Level   200
grade   synthesis grade
assay   ≥98.0% (T)
  ≥98.0%
refractive index   n20/D 1.475 (lit.)
bp   93-94 °C/14 mmHg (lit.)
density   0.957 g/mL at 20 °C
  0.956 g/mL at 25 °C (lit.)
storage temp.   2-8°C
SMILES string   C[Si](C)(C)n1ccnc1
InChI   1S/C6H12N2Si/c1-9(2,3)8-5-4-7-6-8/h4-6H,1-3H3
InChI key   YKFRUJSEPGHZFJ-UHFFFAOYSA-N

Description

Application

1-(Trimethylsilyl)imidazole may be used as an effective alternative to N,O-bis(trimethylsilyl)trifluoroacetamide (BSTFA) and N-methyl-N-(trimethylsilyl)trifluoroacetamide (MSTFA) for the efficient silylation of Ti-MCM-41, a titanium substituted mesoporous molecular sieve. This process enhances the hydrophobicity and catalytic activity of Ti-MCM-41 catalyst for cyclohexene epoxidation with aqueous hydrogen peroxide.

Other Notes

Powerful silylating agent, particularly for alcohols; Synthesis of acyl imidazolides

Safety & Documentation

Safety Information

RIDADR 
UN 1993BF 3 / PGII
WGK Germany 
WGK 3
RTECS 
NI8700000
Flash Point(F) 
150.8 °F
Flash Point(C) 
66 °C

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Protocols & Articles
Peer-Reviewed Papers
15

References

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