Cas no 107311-67-1 (5-Methyl-2-tributylstannylthiophene)

5-Methyl-2-tributylstannylthiophene is an organotin compound widely used as a key intermediate in organic synthesis, particularly in Stille coupling reactions. Its structure features a thiophene ring substituted with a methyl group at the 5-position and a tributylstannyl group at the 2-position, enhancing reactivity in cross-coupling applications. This compound offers high selectivity and efficiency in forming carbon-carbon bonds, making it valuable in the synthesis of conjugated polymers, pharmaceuticals, and advanced materials. The tributylstannyl group ensures good stability and handling under standard conditions while maintaining compatibility with a range of reaction conditions. Its consistent performance and versatility make it a preferred choice for researchers in synthetic chemistry.
5-Methyl-2-tributylstannylthiophene structure
107311-67-1 structure
Product Name:5-Methyl-2-tributylstannylthiophene
CAS No:107311-67-1
MF:C17H32SSn
MW:387.210983276367
MDL:MFCD01319034
CID:1189489
PubChem ID:2737003
Update Time:2025-10-29

5-Methyl-2-tributylstannylthiophene Chemical and Physical Properties

Names and Identifiers

    • tributyl-(5-methylthiophen-2-yl)stannane
    • 5-Methyl-2-tributylstannylthiophene
    • AC1MC6MZ
    • SureCN658838
    • CTK4A5348
    • AB4011
    • OR7211
    • AG-D-22645
    • 2-METHYL-5-(TRIBUTYLSTANNYL)THIOPHENE
    • A921393
    • Tributyl(5-methyl-2-thienyl)stannane
    • MFCD01319034
    • DB-210670
    • DTXSID40371761
    • tributyl(5-methylthiophen-2-yl)stannane
    • 107311-67-1
    • (5-methylthien-2-yl)tributylstannane
    • (5-methylthiophen-2-yl)tributylstannane
    • GOFOMJMAFIFSDO-UHFFFAOYSA-N
    • AKOS005216793
    • SCHEMBL658838
    • MDL: MFCD01319034
    • Inchi: 1S/C5H5S.3C4H9.Sn/c1-5-3-2-4-6-5;3*1-3-4-2;/h2-3H,1H3;3*1,3-4H2,2H3;
    • InChI Key: GOFOMJMAFIFSDO-UHFFFAOYSA-N
    • SMILES: [Sn](C1=CC=C(C)S1)(CCCC)(CCCC)CCCC

Computed Properties

  • Exact Mass: 380.12766
  • Monoisotopic Mass: 388.124675g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 3
  • Complexity: 208
  • 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: 28.2?2

Experimental Properties

  • Boiling Point: 385.7±44.0 °C at 760 mmHg
  • Flash Point: 187.1±28.4 °C
  • PSA: 0
  • Vapor Pressure: 0.0±0.8 mmHg at 25°C

5-Methyl-2-tributylstannylthiophene Security Information

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Additional information on 5-Methyl-2-tributylstannylthiophene

5-Methyl-2-Tributylstannylthiophene: A Comprehensive Overview

5-Methyl-2-Tributylstannylthiophene (CAS No. 107311-67-1) is a unique organometallic compound that has garnered significant attention in the fields of organic electronics, materials science, and catalysis. This compound is a derivative of thiophene, a heterocyclic aromatic compound, with a methyl group at the 5-position and a tributylstannyl group at the 2-position. The combination of these substituents imparts distinctive electronic and structural properties, making it a valuable material for various applications.

The tributylstannyl group in 5-Methyl-2-Tributylstannylthiophene plays a crucial role in its chemical behavior. Stannane groups are known for their ability to act as electron donors, which can significantly influence the electronic properties of the parent thiophene ring. Recent studies have demonstrated that this compound exhibits enhanced conductivity and stability under certain conditions, making it a promising candidate for use in organic semiconductors and flexible electronics. Researchers have also explored its potential as a precursor for the synthesis of more complex organometallic compounds.

One of the most notable applications of 5-Methyl-2-Tributylstannylthiophene is in the field of materials science. Its ability to form self-assembled monolayers (SAMs) has been extensively studied, with findings suggesting that these SAMs can be utilized in the development of advanced sensors and nanoscale devices. The methyl group at the 5-position contributes to the compound's hydrophobicity, which is advantageous for certain sensing applications where water resistance is critical.

In terms of synthesis, 5-Methyl-2-Tributylstannylthiophene is typically prepared through a two-step process involving the alkylation of thiophene followed by stannylation. Recent advancements in catalytic methods have enabled more efficient and selective syntheses, reducing production costs and improving yield. These improvements have made the compound more accessible for both academic research and industrial applications.

From an environmental standpoint, 5-Methyl-2-Tributylstannylthiophene has been evaluated for its biodegradability and toxicity. Studies indicate that it exhibits low toxicity to aquatic organisms under standard test conditions, which aligns with its potential use in eco-friendly materials. However, further research is required to fully understand its long-term environmental impact.

Looking ahead, 5-Methyl-2-Tributylstannylthiophene holds immense potential for innovation in several areas. Its role as an intermediate in the synthesis of advanced materials, such as perovskite solar cells and organic light-emitting diodes (OLEDs), is being actively explored. Additionally, its unique electronic properties make it a strong candidate for use in next-generation catalytic systems, where it could facilitate more efficient chemical transformations.

In conclusion, 5-Methyl-2-Tributylstannylthiophene (CAS No. 107311-67-1) is a versatile organometallic compound with a wide range of applications across multiple disciplines. Its distinctive structure and properties continue to drive cutting-edge research, positioning it as a key material for future technological advancements.

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