Description

1-(Trimethylsilyl)-1-hexyne (CAS No. 3844-94-8) is a highly specialized organosilicon compound with the molecular formula C₉H₁₈Si. Also known as hex-1-ynyl(trimethyl)silane, this reagent is widely utilized in organic synthesis, particularly in the protection of alkynes and as a key intermediate in the preparation of complex molecular architectures. Its trimethylsilyl (TMS) group offers exceptional stability and reactivity control, making it indispensable for researchers in pharmaceuticals, materials science, and catalysis. This product is supplied as a high-purity liquid, rigorously tested to meet the stringent demands of laboratory and industrial applications. Store under inert conditions to maintain optimal stability and performance.

Properties

• CAS Number: 3844-94-8
• Complexity: 139
• IUPAC Name: hex-1-ynyl(trimethyl)silane
• InChI: InChI=1S/C9H18Si/c1-5-6-7-8-9-10(2,3)4/h5-7H2,1-4H3
• InChI Key: SFCRJYVNDZSYCT-UHFFFAOYSA-N
• Exact Mass: 154.117777109
• Molecular Formula: C9H18Si
• Molecular Weight: 154.32
• SMILES: CCCCC#C[Si](C)(C)C
• Monoisotopic Mass: 154.117777109
• Synonyms: 1-(Trimethylsilyl)-1-hexyne, 1-Hexyn-1-yltrimethylsilane, 609-554-3, 1-Trimethylsilyl-1-hexyne, 3844-94-8, hex-1-ynyl(trimethyl)silane, hex-1-yn-1-yltrimethylsilane, C9H18Si, Silane, 1-hexynyltrimethyl-, Butyl(trimethylsilyl)acetylene, trimethylsilylhexyne, MFCD00075407, butyltrimethylsilylacetylene, 1-Hexynyl(trimethyl)silane #, SCHEMBL588584, SCHEMBL9733314, SCHEMBL9960623, (hex-1-yn-1-yl)trimethylsilane, DTXSID40343049, 1-Trimethylsilyl-1-hexyne, 99%, 1-(Trimethylsilyl)-2-butylacetylene, AKOS015840133, s19475, DB-002358, CS-0363860

Application

1-(Trimethylsilyl)-1-hexyne is primarily employed as a protecting group for terminal alkynes in organic synthesis, enabling selective transformations under mild conditions. It serves as a versatile building block in the synthesis of advanced materials, including silicon-based polymers and dendrimers. Researchers also utilize it in cross-coupling reactions and as a precursor for catalytic systems in asymmetric synthesis.

Safety and Hazards

GHS Hazard Statements

• H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): 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. 3 (100%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (100%)

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