2-(Trimethylsilyl)thiazole
Synonym(s):2-Thiazolyltrimethylsilane;2-TST
- CAS NO.：79265-30-8
- Empirical Formula: C6H11NSSi
- Molecular Weight: 157.31
- MDL number: MFCD00066274
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-04-23 13:52:06
What is 2-(Trimethylsilyl)thiazole?
Chemical properties
Colorless to light yellow liqui
Physical properties
bp 51–53 °C/10 mmHg; d 0.992 g mL?1; nD 1.4980.
The Uses of 2-(Trimethylsilyl)thiazole
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.
Properties of 2-(Trimethylsilyl)thiazole
| Boiling point: | 56-57 °C10 mm Hg(lit.) |
| Density | 0.985 g/mL at 25 °C(lit.) |
| refractive index | n |
| 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) |
Safety information for 2-(Trimethylsilyl)thiazole
| Signal word | Warning |
| Pictogram(s) |
 Flame Flammables GHS02  Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H226:Flammable liquids H227:Flammable liquids H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P370+P378:In case of fire: Use … for extinction. P405:Store locked up. P403+P235:Store in a well-ventilated place. Keep cool. P501:Dispose of contents/container to..… |
Computed Descriptors for 2-(Trimethylsilyl)thiazole
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