Cas no 109669-45-6 (Stannane, tributyl(3,4-dihydro-2H-pyran-6-yl)-)

Tributyl(3,4-dihydro-2H-pyran-6-yl)stannane is an organotin compound characterized by its stability and reactivity in organic synthesis. The presence of the tributyltin group enhances its utility as a versatile intermediate in cross-coupling reactions, particularly in Stille couplings, where it facilitates the formation of carbon-carbon bonds. The 3,4-dihydro-2H-pyran-6-yl moiety contributes to its compatibility with a range of substrates, enabling selective functionalization in complex molecular frameworks. This compound is particularly valued for its efficient reactivity under mild conditions and its role in constructing heterocyclic systems. Proper handling is required due to the toxicity associated with organotin compounds.
Stannane, tributyl(3,4-dihydro-2H-pyran-6-yl)- structure
109669-45-6 structure
Product Name:Stannane, tributyl(3,4-dihydro-2H-pyran-6-yl)-
CAS No:109669-45-6
MF:C17H34OSn
MW:373.161264896393
CID:1192951
PubChem ID:329764869
Update Time:2025-05-21

Stannane, tributyl(3,4-dihydro-2H-pyran-6-yl)- Chemical and Physical Properties

Names and Identifiers

    • Stannane, tributyl(3,4-dihydro-2H-pyran-6-yl)-
    • tributyl(3,4-dihydro-2H-pyran-6-yl)stannane
    • Tributyl(5,6-dihydro-4H-pyran-2-yl)stannane
    • 3,4-Dihydro-6-(tributylstannyl)-2H-pyran
    • SCHEMBL925364
    • AKOS024434023
    • MFCD00161404
    • 5,6-dihydro-2-(tributylstannyl)-4H-pyran
    • 109669-45-6
    • tributyl-(5,6-dihydro-4H-pyran-2-yl)-stannane
    • DB-110602
    • DTXSID10400931
    • ZQMLPLBDZBCQCV-UHFFFAOYSA-N
    • SY319097
    • MDL: MFCD00161404
    • Inchi: 1S/C5H7O.3C4H9.Sn/c1-2-4-6-5-3-1;3*1-3-4-2;/h2H,1,3,5H2;3*1,3-4H2,2H3;
    • InChI Key: ZQMLPLBDZBCQCV-UHFFFAOYSA-N
    • SMILES: [Sn](C1=CCCCO1)(CCCC)(CCCC)CCCC

Computed Properties

  • Exact Mass: 366.16612
  • Monoisotopic Mass: 374.163168g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 10
  • Complexity: 238
  • 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: 9.2?2

Experimental Properties

  • Density: 1.119?g/mL?at 25?°C
  • Flash Point: Degrees Fahrenheit:>230°F
    Degrees Celsius:>110°C
  • Refractive Index: n20/D 1.495
  • Solubility: Insuluble (4.5E-3 g/L) (25 oC),
  • PSA: 9.23

Stannane, tributyl(3,4-dihydro-2H-pyran-6-yl)- Security Information

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Additional information on Stannane, tributyl(3,4-dihydro-2H-pyran-6-yl)-

Stannane, Tributyl(3,4-Dihydro-2H-Pyran-6-Yl): A Comprehensive Overview

In the realm of organometallic chemistry, Stannane, Tributyl(3,4-Dihydro-2H-Pyran-6-Yl) (CAS No: 109669-45-6) stands out as a significant compound with diverse applications and intriguing properties. This compound, often abbreviated as tributylstannane, belongs to the class of stannanes, which are organostannanes with tin at the center of their structure. The molecule's unique combination of a tributyl group and a 3,4-dihydro-2H-pyran-6-yl substituent renders it versatile for various chemical reactions and industrial applications.

The structural formula of Stannane, Tributyl(3,4-Dihydro-2H-Pyran-6-Yl) reveals a tin atom bonded to three butyl groups and one 3,4-dihydro-2H-pyran-6-yl group. The butyl groups provide stability and reactivity to the molecule, while the pyran ring introduces additional functionality. This combination makes the compound highly reactive in certain conditions, particularly in cross-coupling reactions and other organometallic transformations.

Recent advancements in organometallic chemistry have shed light on the potential of tributylstannane in synthesizing complex organic molecules. Researchers have demonstrated its effectiveness as a coupling partner in Stille coupling reactions, where it facilitates the formation of carbon-carbon bonds with high efficiency. This property is particularly valuable in drug discovery and materials science, where precise control over molecular architecture is crucial.

In addition to its role in organic synthesis, Stannane, Tributyl(3,4-Dihydro-2H-Pyran-6-Yl) has found applications in polymer chemistry. Its ability to act as a chain transfer agent in polymerization reactions has been explored extensively. Studies published in leading journals such as Nature Chemistry and Angewandte Chemie highlight its potential in producing polymers with tailored properties for advanced materials.

The synthesis of tributylstannane involves multi-step processes that require precise control over reaction conditions. One common method involves the reaction of tin tetrachloride with an appropriate alcohol derivative under specific solvent conditions. Recent research has focused on optimizing these synthesis pathways to enhance yield and purity, making the compound more accessible for large-scale applications.

Beyond its chemical applications, the environmental impact of Stannane, Tributyl(3,4-Dihydro-2H-Pyran-6-Yl) has also come under scrutiny. Studies have shown that while it exhibits high reactivity under controlled conditions, its stability in environmental matrices is limited. This characteristic underscores the importance of responsible handling and disposal practices to minimize ecological footprint.

In conclusion, Stannane, Tributyl(3,4-Dihydro-2H-Pyran-6-Yl) (CAS No: 109669-45-6) is a multifaceted compound with significant contributions to modern chemistry. Its role in organic synthesis, polymer chemistry, and material science continues to evolve with ongoing research. As scientists delve deeper into its properties and applications, this compound is poised to play an even more prominent role in shaping future innovations across various industries.

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