3-(Trimethylsilyl)propynoic Acid 5683-31-8 97%-98% White to Off-White Powder/Solid Organosilicon Building Block

1. Product Overview

3-(Trimethylsilyl)propynoic Acid (CAS 5683-31-8) is an organosilicon compound featuring a carboxylic acid group adjacent to a carbon-carbon triple bond, terminated with a trimethylsilyl (TMS) protecting group. This unique structure makes it a valuable building block in organic synthesis, particularly in cycloaddition reactions and the preparation of various silicon-containing heterocycles. It is typically supplied as a high-purity white to off-white crystalline powder or solid.

2. Key Features and Benefits

• Versatile Synthetic Intermediate: The presence of both a carboxylic acid and a protected alkyne allows for diverse chemical transformations, including amidation, esterification, and Sonogashira coupling.

• High Purity: Available at ≥97% or ≥98% purity (GC/HPLC), ensuring reliable and reproducible results in sensitive organic syntheses.

• Defined Physicochemical Properties: With a melting point of 47–49 °C and a boiling point of 105–110 °C at 10 mmHg, it is easy to handle, purify, and store in a standard laboratory setting.

• Stable Under Neutral Conditions: Exhibits no significant reaction with water under neutral pH, providing a good shelf-life when stored correctly.

3. Major Applications

• Organic Synthesis: Used as a starting reagent for the synthesis of 3-trimethylsilylpropynamides and other derivatives.

• Click Chemistry: Serves as a precursor in the regioselective preparation of 1,5-trisubstituted 1H-1,2,3-triazoles via cycloaddition reactions.

• Material Science: The trimethylsilyl-protected alkyne moiety is useful in the development of novel polymers and advanced material precursors.

• Pharmaceutical Intermediates: Acts as a key building block for potential drug candidates requiring specific silicon-containing frameworks.

4. Technical Specifications

5. Storage and Handling

• Storage Conditions: Store in a cool, dry place under an inert atmosphere (nitrogen or argon) at 2–8 °C. The container should be kept tightly sealed when not in use to prevent moisture ingress and oxidation.

• Stability: Stable under recommended storage conditions. Avoid exposure to strong oxidizing agents.

• Handling: Allow the container to reach room temperature before opening to prevent condensation. Use in a well-ventilated area and avoid generating dust.

6. Safety Summary

• GHS Classification: GHS07 – Warning

• Hazard Statements:

• H302: Harmful if swallowed.

• H315: Causes skin irritation.

• H319: Causes serious eye irritation.

• H335: May cause respiratory irritation.

• Precautionary Statements:

• P261: Avoid breathing dust/fume/gas/mist/vapors/spray.

• P264: Wash hands and face thoroughly after handling.

• P271: Use only outdoors or in a well-ventilated area.

• P280: Wear protective gloves/protective clothing/eye protection/face protection.

• P301+P312: If swallowed: Call a poison center or doctor if you feel unwell.

• P302+P352: If on skin: Wash with plenty of soap and water.

• P305+P351+P338: If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do. Continue rinsing.

• Intended Use: For research and development purposes only. Not for human or veterinary use.

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