Cas no 3757-88-8 (Tributyl(phenylethynyl)tin)

Tributyl(phenylethynyl)tin is an organotin compound primarily used as a reagent in organic synthesis, particularly in Stille coupling reactions. Its key advantage lies in its ability to facilitate carbon-carbon bond formation, enabling the efficient construction of complex molecular architectures. The phenylethynyl group enhances reactivity, making it valuable for cross-coupling with aryl or vinyl halides. This compound exhibits good stability under standard handling conditions, ensuring consistent performance in synthetic applications. Its selectivity and compatibility with various functional groups make it a preferred choice for constructing conjugated systems in pharmaceuticals, materials science, and fine chemical synthesis. Proper handling under inert conditions is recommended to maintain reactivity.
Tributyl(phenylethynyl)tin structure
Tributyl(phenylethynyl)tin structure
Product Name:Tributyl(phenylethynyl)tin
CAS No:3757-88-8
MF:C20H32Sn
MW:391.1781
MDL:MFCD00075186
CID:922405
PubChem ID:630640
Update Time:2025-06-08

Tributyl(phenylethynyl)tin Chemical and Physical Properties

Names and Identifiers

    • phenylethynyltri-n-butyltin
    • tributyl(2-phenylethynyl)stannane
    • Tributyl(phenylethynyl)tin
    • (phenylethynyl)tri(n-butyl)stannane
    • (phenylethynyl)tri-n-butyltin
    • 1-tributylstannyl-2-phenylacetylene
    • Stannane,tributyl(phenylethynyl)
    • Tributyl(phenylethynyl)stannane
    • tributylstannylphenyl-acetylene
    • Stannane, tributyl(phenylethynyl)-
    • PYMPTRMDPJYTDF-UHFFFAOYSA-N
    • C20H32Sn
    • tributyl-phenylethynyl-stannane
    • Tributyl(phenylethynyl)tin, 95%
    • Tributyl(phenylethynyl)stannane #
    • tri-n-butyl-phenylethynyl-stannane
    • 1918AE
    • T
    • Tri-n-butyl(phenylethynyl)tin
    • MFCD00075186
    • DA-42607
    • J-525048
    • F11341
    • AKOS005216804
    • 3757-88-8
    • InChI=1/C8H5.3C4H9.Sn/c1-2-8-6-4-3-5-7-8;3*1-3-4-2;/h3-7H;3*1,3-4H2,2H3
    • GS-6562
    • DTXSID30348129
    • MDL: MFCD00075186
    • Inchi: 1S/C8H5.3C4H9.Sn/c1-2-8-6-4-3-5-7-8;3*1-3-4-2;/h3-7H;3*1,3-4H2,2H3;
    • InChI Key: PYMPTRMDPJYTDF-UHFFFAOYSA-N
    • SMILES: [Sn](C#CC1C([H])=C([H])C([H])=C([H])C=1[H])(C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])(C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]

Computed Properties

  • Exact Mass: 392.15300
  • Monoisotopic Mass: 392.152604g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 21
  • Rotatable Bond Count: 11
  • Complexity: 291
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing
  • Topological Polar Surface Area: 0

Experimental Properties

  • Color/Form: Not determined
  • Density: 1.116?g/mL?at 25?°C(lit.)
  • Flash Point: >230?°F
  • Refractive Index: n20/D 1.532(lit.)
  • PSA: 0.00000
  • LogP: 6.42640
  • Solubility: Not determined

Tributyl(phenylethynyl)tin Security Information

Tributyl(phenylethynyl)tin 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%

Tributyl(phenylethynyl)tin Pricemore >>

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T303593-1g
Tributyl(phenylethynyl)tin
3757-88-8 ≥95%
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Additional information on Tributyl(phenylethynyl)tin

Recent Advances in the Application of Tributyl(phenylethynyl)tin (CAS: 3757-88-8) in Chemical Biology and Pharmaceutical Research

In recent years, Tributyl(phenylethynyl)tin (CAS: 3757-88-8) has emerged as a compound of significant interest in the field of chemical biology and pharmaceutical research. This organotin compound, characterized by its unique structural properties, has been extensively studied for its potential applications in organic synthesis, catalysis, and drug development. The compound's ability to participate in various coupling reactions, such as the Stille coupling, has made it a valuable tool in the synthesis of complex organic molecules, including pharmaceuticals and bioactive compounds.

A recent study published in the Journal of Medicinal Chemistry explored the use of Tributyl(phenylethynyl)tin as a key intermediate in the synthesis of novel anticancer agents. The researchers demonstrated that the compound's reactivity could be harnessed to construct pharmacophores with enhanced selectivity and potency against specific cancer cell lines. The study highlighted the compound's versatility in facilitating the introduction of phenylethynyl groups into target molecules, a feature that is particularly valuable in the design of kinase inhibitors.

Another significant development involves the application of Tributyl(phenylethynyl)tin in the field of materials science. A 2023 study in Advanced Materials reported the use of this compound in the synthesis of organic semiconductors. The researchers found that the phenylethynyl moiety, when incorporated into conjugated polymers, improved charge carrier mobility and stability, making these materials promising candidates for use in organic electronic devices. This interdisciplinary application underscores the compound's broad utility beyond traditional pharmaceutical contexts.

From a mechanistic perspective, recent computational studies have provided deeper insights into the reactivity of Tributyl(phenylethynyl)tin. Density functional theory (DFT) calculations have elucidated the electronic structure and bonding characteristics of the compound, explaining its high reactivity in cross-coupling reactions. These theoretical advances have practical implications, as they enable more precise control over reaction conditions and product outcomes in synthetic applications.

In the pharmaceutical industry, there is growing interest in the potential of Tributyl(phenylethynyl)tin as a building block for PROTACs (Proteolysis Targeting Chimeras). A 2024 publication in ACS Chemical Biology described its use in the synthesis of heterobifunctional molecules designed to target specific proteins for degradation. The compound's ability to form stable linkages between different functional groups makes it particularly suitable for this emerging therapeutic modality.

Despite these promising developments, challenges remain in the handling and application of Tributyl(phenylethynyl)tin. Recent toxicological studies have emphasized the need for careful consideration of safety protocols when working with organotin compounds. However, advances in synthetic methodologies have led to the development of more stable and less toxic derivatives, expanding the potential applications of this compound class.

Looking forward, the unique properties of Tributyl(phenylethynyl)tin (CAS: 3757-88-8) position it as a valuable tool in both fundamental research and applied pharmaceutical development. Its versatility in organic synthesis, combined with emerging applications in materials science and targeted protein degradation, suggests that this compound will continue to play an important role in chemical biology research. Future studies are likely to focus on optimizing its reactivity profile and exploring novel applications in drug discovery and development.

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