Cas no 17988-44-2 (2-(cyclohexen-1-yl)ethynyl-trimethyl-silane)

2-(Cyclohexen-1-yl)ethynyl-trimethyl-silane is a versatile organosilicon compound featuring a cyclohexenyl group linked to an ethynyltrimethylsilane moiety. This structure makes it a valuable intermediate in organic synthesis, particularly for cross-coupling reactions such as Sonogashira and Heck couplings. The trimethylsilyl (TMS) group enhances stability and facilitates selective deprotection under mild conditions, enabling controlled functionalization. Its cyclohexenyl component offers opportunities for further derivatization, including hydrogenation or Diels-Alder reactions. The compound is commonly employed in pharmaceutical and materials science research, where precise molecular architecture is critical. Its compatibility with various catalysts and reagents underscores its utility in constructing complex organic frameworks.
2-(cyclohexen-1-yl)ethynyl-trimethyl-silane structure
17988-44-2 structure
Product Name:2-(cyclohexen-1-yl)ethynyl-trimethyl-silane
CAS No:17988-44-2
MF:C11H18Si
MW:178.346124172211
MDL:MFCD00075498
CID:122696
PubChem ID:11816203
Update Time:2025-05-24

2-(cyclohexen-1-yl)ethynyl-trimethyl-silane Chemical and Physical Properties

Names and Identifiers

    • Cyclohexene,1-[2-(trimethylsilyl)ethynyl]-
    • 1-[(Trimethylsilyl)ethynyl]cyclohexene
    • (1-cyclohexen-1-yl)-trimethylsilyl-ethyne
    • (1-cyclohexen-1-ylethenyl)trimethylsilane
    • (1-cyclohexen-1-ylethynyl)trimethylsilane
    • (cyclohexenylethynyl)trimethylsilane
    • 1-(1-cyclohexenyl)-2-(trimethylsilyl)ethyne
    • 1-(TMS)ETHYNYLCYCLOHEXENE
    • 1-(TRIMETHYLSILYLETHYNYL)CYCLOHEXENE
    • TIMTEC-BB SBB009029
    • 2-(cyclohexen-1-yl)ethynyl-trimethyl-silane
    • MFCD00075498
    • starbld0000148
    • 17988-44-2
    • (Cyclohex-1-en-1-ylethynyl)trimethylsilane
    • [2-(cyclohex-1-en-1-yl)ethynyl]trimethylsilane
    • 2-(cyclohexen-1-yl)ethynyl-trimethylsilane
    • CS-0310071
    • SY323140
    • 1-[2-(Trimethylsilyl)ethynyl]cyclohexene
    • cyclohex-1-enylethynyl-trimethyl-silane
    • Cyclohexene, 1-[2-(trimethylsilyl)ethynyl]-
    • BS-42756
    • J-504089
    • AKOS006271558
    • D95184
    • MDL: MFCD00075498
    • Inchi: 1S/C11H18Si/c1-12(2,3)10-9-11-7-5-4-6-8-11/h7H,4-6,8H2,1-3H3
    • InChI Key: VDHSOMUGLNLVQN-UHFFFAOYSA-N
    • SMILES: [Si](C#CC1=CCCCC1)(C)(C)C

Computed Properties

  • Exact Mass: 178.11800
  • Monoisotopic Mass: 178.117777109g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 241
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 0?2

Experimental Properties

  • Color/Form: NA
  • Density: 0.845
  • Melting Point: Not available
  • Boiling Point: 227°C at 760 mmHg
  • Flash Point: 81.1°C
  • Refractive Index: 1.475
  • PSA: 0.00000
  • LogP: 3.36760

2-(cyclohexen-1-yl)ethynyl-trimethyl-silane Security Information

2-(cyclohexen-1-yl)ethynyl-trimethyl-silane Customs Data

  • HS CODE:2931900090
  • Customs Data:

    China Customs Code:

    2931900090

    Overview:

    2931900090. Other organic-Inorganic compound. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods). MFN tariff:6.5%. general tariff:30.0%

    Summary:

    2931900090. other organo-inorganic compounds. VAT:17.0%. Tax rebate rate:13.0%. Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward). MFN tariff:6.5%. General tariff:30.0%

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2-(cyclohexen-1-yl)ethynyl-trimethyl-silane Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:17988-44-2)2-(cyclohexen-1-yl)ethynyl-trimethyl-silane
Order Number:A1072521
Stock Status:in Stock
Quantity:100g
Purity:99%
Pricing Information Last Updated:Thursday, 29 August 2024 18:50
Price ($):1632.0

Additional information on 2-(cyclohexen-1-yl)ethynyl-trimethyl-silane

Comprehensive Guide to 2-(cyclohexen-1-yl)ethynyl-trimethyl-silane (CAS No. 17988-44-2): Properties, Applications, and Industry Insights

2-(cyclohexen-1-yl)ethynyl-trimethyl-silane (CAS No. 17988-44-2) is a specialized organosilicon compound that has garnered significant attention in organic synthesis and material science. This compound, featuring a cyclohexenyl group linked to an ethynyl-trimethyl-silane moiety, is valued for its unique reactivity and versatility. Researchers and industry professionals frequently search for terms like "silylacetylene derivatives," "cyclohexenyl silane applications," and "CAS 17988-44-2 synthesis," reflecting its growing relevance in advanced chemical workflows.

The molecular structure of 2-(cyclohexen-1-yl)ethynyl-trimethyl-silane combines a cyclohexene ring with a terminal alkyne protected by a trimethylsilyl (TMS) group. This design enables selective transformations, making it a pivotal intermediate in cross-coupling reactions, click chemistry, and polymer modifications. Recent trends in sustainable chemistry have amplified interest in such silicon-based building blocks, as they often reduce waste and improve atom economy compared to traditional reagents.

One of the most searched questions about this compound revolves around its "role in pharmaceutical intermediates." Studies highlight its utility in constructing biologically active scaffolds, particularly in heterocycle synthesis for drug discovery. The TMS-ethynyl moiety acts as a masked alkyne, allowing controlled release under mild conditions—a feature critical for high-throughput screening and combinatorial chemistry. Additionally, its stability under various pH conditions makes it suitable for prodrug development.

In material science, 2-(cyclohexen-1-yl)ethynyl-trimethyl-silane is explored for surface functionalization and nanomaterial coatings. Its ability to form self-assembled monolayers (SAMs) on metal oxides aligns with the demand for anti-corrosive coatings and conductive polymers. Searches for "silane coupling agents" and "alkyne-surface modification" often cite this compound as a case study due to its balanced hydrophobicity and reactivity.

Environmental considerations are another hot topic tied to this chemical. Unlike heavier metal catalysts, silicon-based reagents like 17988-44-2 are increasingly favored for their lower ecological footprint. Queries such as "green chemistry alternatives for alkynes" and "non-toxic silane reagents" underscore this shift. The compound’s compatibility with solvent-free reactions and microwave-assisted synthesis further enhances its sustainability profile.

From a commercial perspective, suppliers and buyers often seek information on "scalable synthesis of 2-(cyclohexen-1-yl)ethynyl-trimethyl-silane" and "storage stability of TMS-alkynes." Proper handling under inert atmospheres and avoidance of protic solvents are key to maintaining its shelf life. The compound’s liquid state at room temperature and moderate viscosity facilitate precise dispensing in industrial settings.

Emerging applications in optoelectronics and organic LEDs (OLEDs) have also been linked to 17988-44-2. Its conjugated system potential enables energy-level tuning in semiconducting polymers, a topic frequently searched alongside "organic electronic materials." Researchers are investigating its incorporation into π-conjugated backbones to enhance charge transport properties.

In summary, 2-(cyclohexen-1-yl)ethynyl-trimethyl-silane (CAS No. 17988-44-2) bridges multiple disciplines—from medicinal chemistry to advanced materials. Its adaptability to modern catalytic systems and alignment with green chemistry principles ensure its continued prominence. For those exploring "functionalized alkynes" or "silicon-mediated transformations," this compound offers a compelling avenue for innovation.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:17988-44-2)2-(cyclohexen-1-yl)ethynyl-trimethyl-silane
A1072521
Purity:99%
Quantity:100g
Price ($):1632.0
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