Description

(Triethylsilyl)acetylene (CAS No. 1777-03-3) is a highly versatile organosilicon compound with the molecular formula C₈H₁₆Si and IUPAC name triethyl(ethynyl)silane. This reagent is widely used in organic synthesis, particularly in the protection of terminal alkynes and as a building block in the construction of complex molecular architectures. The triethylsilyl (TES) group serves as a robust protecting group, offering stability under various reaction conditions while being selectively removable under mild conditions. With a purity of ≥98%, this product is rigorously tested to meet the stringent requirements of research and industrial applications. It is supplied as a clear, colorless liquid with a characteristic odor and should be stored under inert conditions to maintain its integrity.

Key Features:

• High purity (≥98%) for reliable synthetic outcomes
• Effective protecting group for terminal alkynes
• Compatible with a wide range of organic transformations
• Stable under inert atmosphere
• Available in convenient packaging options

Properties

• CAS Number: 1777-03-3
• Complexity: 106
• IUPAC Name: triethyl(ethynyl)silane
• InChI: InChI=1S/C8H16Si/c1-5-9(6-2,7-3)8-4/h1H,6-8H2,2-4H3
• InChI Key: FWSPXZXVNVQHIF-UHFFFAOYSA-N
• Exact Mass: 140.102127045
• Molecular Formula: C8H16Si
• Molecular Weight: 140.30
• SMILES: CC[Si](CC)(CC)C#C
• Monoisotopic Mass: 140.102127045
• Synonyms: (Triethylsilyl)acetylene, 1777-03-3, DTXSID00348515, DTXCID90299587, 628-759-9, triethyl(ethynyl)silane, Ethynyltriethylsilane, silane, triethylethynyl-, Triethylsilylacetylene, Triethylethynylsilane, Triethylsilyl acetylene, (triethylsilyl) acetylene, (Triethylsilyl)acetylene, 97%, MFCD00075373, (triethylsilyl)-acetylene, SCHEMBL128608, SCHEMBL2012613, FWSPXZXVNVQHIF-UHFFFAOYSA-N, BBL100724, STL554518, AKOS015909225, FS-5167, s17615, DB-002724, CS-0020086, T2387, EN300-181107, A812289, InChI=1/C8H16Si/c1-5-9(6-2,7-3)8-4/h1H,6-8H2,2-4H

Application

(Triethylsilyl)acetylene is extensively employed in organic synthesis as a protecting group for terminal alkynes, enabling selective transformations in multi-step reactions. It is a key intermediate in the synthesis of pharmaceuticals, agrochemicals, and advanced materials. The compound is particularly useful in Sonogashira coupling reactions and other metal-catalyzed cross-coupling processes. Its stability and ease of deprotection make it a preferred choice for researchers working on complex molecular frameworks.

Safety and Hazards

GHS Hazard Statements

• H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]
• H315 (97.9%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (97.9%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (95.8%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501

Hazard Classes and Categories

• Flam. Liq. 2 (100%)
• Skin Irrit. 2 (97.9%)
• Eye Irrit. 2A (97.9%)
• STOT SE 3 (95.8%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.