Trimethylsilylacetylene CAS 1066-54-2

Chemical Name: Trimethylsilylacetylene
CAS No.: 1066-54-2
Appearance: colorless liquid
Assay:≥98.0%

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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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