Cas no 307531-84-6 (Zinc,bromo[5-(1,3-dioxolan-2-yl)-2-thienyl]-)

Zinc,bromo[5-(1,3-dioxolan-2-yl)-2-thienyl]- is an organozinc reagent featuring a thienyl backbone with a 1,3-dioxolane protecting group. This compound is particularly valuable in synthetic organic chemistry as a versatile intermediate for cross-coupling reactions, such as Negishi or Kumada couplings, due to its stability and reactivity. The bromo substituent enhances its utility in selective functionalization, while the dioxolane group offers protection for sensitive carbonyl functionalities during transformations. Its compatibility with a range of reaction conditions makes it a preferred choice for constructing complex heterocyclic frameworks. The reagent is typically handled under inert atmospheres to maintain stability.
Zinc,bromo[5-(1,3-dioxolan-2-yl)-2-thienyl]- structure
307531-84-6 structure
Product Name:Zinc,bromo[5-(1,3-dioxolan-2-yl)-2-thienyl]-
CAS No:307531-84-6
MF:C7H7BrO2SZn
MW:300.507276773453
MDL:MFCD02260130
CID:300417
PubChem ID:24877985
Update Time:2025-10-30

Zinc,bromo[5-(1,3-dioxolan-2-yl)-2-thienyl]- Chemical and Physical Properties

Names and Identifiers

    • Zinc,bromo[5-(1,3-dioxolan-2-yl)-2-thienyl]-
    • 5-(1,3-DIOXOLAN-2-YL)-2-THIENYLZINC BROMIDE,
    • bromozinc(1+),2-(2H-thiophen-2-id-5-yl)-1,3-dioxolane
    • 5-(1,3-Dioxolan-2-yl)-2-thienylzinc bromide 0.5 M in Tetrahydrofuran
    • 5-(1,3-Dioxolan-2-yl)-2-thienylzinc bromide solution
    • 533696_ALDRICH
    • 5-(1,3-Dioxolan-2-yl)-2-thienylzinc bromide, 0.5M in tetrahydrofuran
    • Zinc, bromo[5-(1,3-dioxolan-2-yl)-2-thienyl]-
    • MFCD02260130
    • 5-(1,3-dioxolan-2-yl)-2-thienylzinc bromide
    • bromozinc(1+);2-(2H-thiophen-2-id-5-yl)-1,3-dioxolane
    • 307531-84-6
    • AKOS016017872
    • BROMO[5-(1,3-DIOXOLAN-2-YL)THIOPHEN-2-YL]ZINC
    • MDL: MFCD02260130
    • Inchi: 1S/C7H7O2S.BrH.Zn/c1-2-6(10-5-1)7-8-3-4-9-7;;/h1-2,7H,3-4H2;1H;/q-1;;+2/p-1
    • InChI Key: DZNBTCXRFDXCFM-UHFFFAOYSA-M
    • SMILES: Br[Zn+].S1[C-]=CC=C1C1OCCO1

Computed Properties

  • Exact Mass: 297.86400
  • Monoisotopic Mass: 297.86415g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 190
  • Covalently-Bonded Unit Count: 2
  • 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: 43.8?2

Experimental Properties

  • Color/Form: Black liquid
  • Density: 1.017?g/mL?at 25?°C
  • Melting Point: 228-230℃
  • Boiling Point: 65?°C
  • Flash Point: Fahrenheit: 1.4 ° f < br / > Celsius: -17 ° C < br / >
  • PSA: 46.70000
  • LogP: 2.43680
  • Solubility: Not determined
  • Color/Form: 0.5?M in THF

Zinc,bromo[5-(1,3-dioxolan-2-yl)-2-thienyl]- Security Information

Zinc,bromo[5-(1,3-dioxolan-2-yl)-2-thienyl]- Pricemore >>

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Additional information on Zinc,bromo[5-(1,3-dioxolan-2-yl)-2-thienyl]-

Introduction to Zinc,bromo[5-(1,3-dioxolan-2-yl)-2-thienyl] and Its Applications in Modern Chemical Biology

Zinc,bromo[5-(1,3-dioxolan-2-yl)-2-thienyl] is a fascinating compound characterized by its unique molecular structure and potential applications in the field of chemical biology. The compound's chemical formula and CAS number, CAS no. 307531-84-6, provide a precise identifier for researchers and manufacturers alike. The presence of bromo and 1,3-dioxolan-2-yl substituents in the molecule suggests a rich chemical reactivity that could be exploited for various biological and pharmaceutical purposes.

The Zinc,bromo[5-(1,3-dioxolan-2-yl)-2-thienyl] moiety combines the versatility of zinc-based coordination chemistry with the structural features of thienyl and dioxolan rings. These elements have been extensively studied for their role in enhancing the bioactivity of molecules. The bromine atom, in particular, serves as a versatile handle for further functionalization through cross-coupling reactions, which are pivotal in modern drug discovery.

Recent advancements in synthetic chemistry have highlighted the importance of such heterocyclic compounds in developing novel therapeutic agents. The 1,3-dioxolan-2-yl ring is known for its stability and ability to participate in various organic transformations, making it an attractive scaffold for medicinal chemists. When combined with the thienyl group, which is commonly found in biologically active natural products, the resulting compound exhibits intriguing pharmacological properties.

One of the most promising areas of research involving Zinc,bromo[5-(1,3-dioxolan-2-yl)-2-thienyl] is its potential as a precursor for small-molecule inhibitors targeting specific biological pathways. For instance, studies have shown that thienyl-containing compounds can interact with enzymes and receptors in ways that modulate inflammatory responses and cell proliferation. The bromo substituent allows for further derivatization via palladium-catalyzed cross-coupling reactions, enabling the construction of more complex structures with tailored biological activities.

In the realm of drug development, the ability to precisely control molecular architecture is crucial for achieving desired pharmacokinetic and pharmacodynamic profiles. The synthesis of Zinc,bromo[5-(1,3-dioxolan-2-yl)-2-thienyl] exemplifies this trend towards rational molecular design. By leveraging well-established synthetic methodologies, researchers can efficiently access this compound and its derivatives, facilitating high-throughput screening and lead optimization.

Moreover, the compound's structural features make it a valuable tool for studying metalloprotein interactions. Zinc ions are essential cofactors for numerous enzymes involved in critical biological processes. The coordination of zinc with organic ligands like Zinc,bromo[5-(1,3-dioxolan-2-yl)-2-thienyl] can provide insights into how metal ions regulate enzyme function and may inspire the design of novel therapeutic strategies.

Emerging research also suggests that Zinc,bromo[5-(1,3-dioxolan-2-yl)-2-thienyl] could play a role in materials science applications beyond biology. Its unique electronic properties make it a candidate for use in organic electronics, where thienyl-containing materials are increasingly employed due to their stability and conductivity. By exploring these interdisciplinary applications, scientists can uncover new possibilities for this versatile compound.

The development of new synthetic routes has further enhanced the accessibility of Zinc,bromo[5-(1,3-dioxolan-2-yl)-2-thienyl], enabling its widespread use in academic and industrial research. Techniques such as transition-metal catalysis and flow chemistry have streamlined the synthesis process, allowing for scalable production without compromising purity or yield. This accessibility is crucial for advancing research projects that rely on this compound as a key building block.

As our understanding of molecular interactions continues to grow, compounds like Zinc,bromo[5-(1,3-dioxolan-2-yl)-2-thienyl] will undoubtedly play a significant role in shaping the future of chemical biology. Their unique structural features and reactivity make them indispensable tools for researchers seeking to unravel complex biological mechanisms and develop innovative therapeutics. The continued exploration of such molecules promises to yield groundbreaking discoveries that will impact human health and disease treatment.

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