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153583 Sigma-Aldrich

1-(Trimethylsilyl)imidazole

96%

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 24849355

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Properties

Related Categories Building Blocks, C3 to C8, Chemical Synthesis, Heterocyclic Building Blocks, Imidazoles More...
Quality Level   200
grade   synthesis grade
assay   96%
refractive index   n20/D 1.475 (lit.)
bp   93-94 °C/14 mmHg (lit.)
density   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 (TMSI) was used for derivatization of carbohydrates into trimethylsilyl ethers. It was also used to synthesize polysubstituted chiral spirotetrahydropyrans and as silylating reagent for the protection of hydroxyl groups in the presence of amine functionalities.

Silylating reagent for the protection of hydroxyl groups in the presence of amine functionalities.

Packaging

5, 25, 100 mL in glass bottle

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

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Meet Synthia - Retrosynthesis Sofware
Protocols & Articles
Peer-Reviewed Papers
15

References

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