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361410 Aldrich

2-(Trimethylsilyl)thiazole

96%

Synonym: 2-Thiazolyltrimethylsilane, 2-TST

  • CAS Number 79265-30-8

  • Empirical Formula (Hill Notation) C6H11NSSi

  • Molecular Weight 157.31

  •  Beilstein Registry Number 3538017

  •  MDL number MFCD00066274

  •  PubChem Substance ID 24862221

  • Popular Documents:  FTNMR (PDF)  

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Properties

Related Categories Building Blocks, C3 to C7, Chemical Synthesis, Heterocyclic Building Blocks, Thiazoles More...
InChI Key   VJCHUDDPWPQOLH-UHFFFAOYSA-N
assay   96%
refractive index   n20/D 1.497(lit.)
bp   56-57 °C/10 mmHg(lit.)
solubility   THF: very soluble(lit.)
  dichloromethane: very soluble(lit.)
  diethyl ether: very soluble(lit.)
  water: insoluble(lit.)
density   0.985 g/mL at 25 °C(lit.)
storage temp.   2-8°C

Description

Packaging

1, 5 mL in glass bottle

Application

2-(Trimethylsilyl)thiazole was employed as a formyl anion equivalent. 2-(Trimethylsilyl)thiazole may be used in the synthesis of amino pentoses and sphingosines. It may be employed as a formyl anion equivalent for the one-carbon homologation method of protected monosaccharides, useful in the synthesis of the rare hexoses.

General description

2-(Trimethylsilyl)thiazole is useful source of formyl anion for the construction of 1,2-dihydroxyaldehyde fragments, en route to higher carbohydrates. It can be prepared from 2-bromothiazole, n-butyllithium and chlorotrimethylsilane. It is useful one-carbon homologating reagent for alkoxy aldehydes, amino aldehydes and dialdoses.

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Safety & Documentation

Safety Information

WGK Germany 
3
Flash Point(F) 
143.6 °F
Flash Point(C) 
62 °C
Protocols & Articles
Peer-Reviewed Papers
15

References

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