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2-(Trimethylsilyl)thiazole

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2-(Trimethylsilyl)thiazole Basic information

Product Name:
2-(Trimethylsilyl)thiazole
Synonyms:
  • 2-TST
  • 2-THIAZOLYTRIMETHYLSILANE
  • 2-Thiazolyltrimethylsilane
  • Thiazole, 2-(trimethylsilyl)-
  • 2-(trimethyl)thiazole
  • 2-TRIMETHYLSILYTHIAZOLE
  • Dondoni
  • 2-Thiazolyltrimethylsilane, 2-TST
CAS:
79265-30-8
MF:
C6H11NSSi
MW:
157.31
Product Categories:
  • Thiazoles, Isothiazoles & Benzothiazoles
  • API intermediates
  • Si (Classes of Silicon Compounds)
  • Si-(C)4 Compounds
  • Silicon Compounds (for Synthesis)
  • Synthetic Organic Chemistry
  • Thiazoles, Isothiazoles &Benzothiazoles
  • Building Blocks
  • C3 to C7
  • Chemical Synthesis
  • Heterocyclic Building Blocks
  • Thiazoles
Mol File:
79265-30-8.mol
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2-(Trimethylsilyl)thiazole Chemical Properties

Boiling point:
56-57 °C10 mm Hg(lit.)
Density 
0.985 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.497(lit.)
Flash point:
135 °F
storage temp. 
Inert atmosphere,2-8°C
solubility 
THF: very soluble(lit.)
form 
Liquid
pka
2.91±0.10(Predicted)
Specific Gravity
0.99
color 
Clear colorless to slightly yellow
Water Solubility 
IMMISCIBLE
Hydrolytic Sensitivity
7: reacts slowly with moisture/water
BRN 
3538017
CAS DataBase Reference
79265-30-8(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
23-24/25-26
RIDADR 
1993
WGK Germany 
3
10-21
HazardClass 
3
PackingGroup 
III
HS Code 
29341000

MSDS

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2-(Trimethylsilyl)thiazole Usage And Synthesis

Chemical Properties

Colorless to light yellow liqui

Physical properties

bp 51–53 °C/10 mmHg; d 0.992 g mL?1; nD 1.4980.

Uses

2-(Trimethylsilyl)thiazole is used as formyl anion equivalent; effective one-carbon homologating reagent of alkoxy aldehydes, amino aldehydes, and dialdoses.It takes part in the reactions of Homologation of Aldehydes, Metalation and Reactivity with Electrophiles, Cross-coupling Reactions, etc.

Preparation

Although 2-(trimethylsilyl)thiazole (1) is commercially available, it can be easily prepared on a multigram scale from 2-bromothiazole, n-butyllithium, and chlorotrimethylsilane as shown in eq 1.

2-(Trimethylsilyl)thiazoleSupplier

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