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Trimethylsilylacetylene (CAS 1066-54-2): Product Overview
Trimethylsilylacetylene (TMSA), with CAS number 1066-54-2, is a versatile organosilicon compound widely used in organic synthesis. Below are its key specifications:
| Parameter | Trimethylsilylacetylene | Phenylacetylene | Trimethylsilyl Chloride |
|---|---|---|---|
| Molecular Formula | C5H10Si | C8H6 | C3H9ClSi |
| Boiling Point | 94-96°C | 142°C | 57°C |
| Stability | Moisture-sensitive | Air-stable | Highly reactive |
Key Applications of Trimethylsilylacetylene
1. Organic Synthesis
Used as a protecting group for terminal alkynes in Sonogashira couplings.
2. Pharmaceuticals
Intermediate in antiviral drug synthesis (e.g., HIV protease inhibitors).
3. Material Science
Building block for silicon-based polymers and advanced coatings.
Usage Examples
Example 1: Alkyne Protection
TMSA reacts with propargyl alcohol under inert conditions to form stable silyl-protected intermediates.
Example 2: Cross-Coupling Reactions
Pd-catalyzed coupling with aryl halides yields substituted acetylenes in >85% efficiency.
Customer Case Studies
Case 1: PharmaSynth Co. (Germany)
Challenge: Degradation of acetylene intermediates during API synthesis.
Solution: Implemented TMSA for in-situ protection.
Result: 30% yield improvement and reduced side reactions.
Case 2: MaterialInnovate Inc. (USA)
Challenge: Developing heat-resistant silicone polymers.
Solution: Used TMSA as co-monomer.
Result: Achieved 220°C thermal stability in final product.
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