Cas no 58267-85-9 (2-(4-Bromothien-2-yl)-1,3-dioxolane)

2-(4-Bromothien-2-yl)-1,3-dioxolane is a brominated heterocyclic compound featuring a thiophene ring substituted with a 1,3-dioxolane group. This structure makes it a versatile intermediate in organic synthesis, particularly for constructing complex thiophene-based frameworks. The bromine substituent enhances reactivity, enabling efficient cross-coupling reactions such as Suzuki or Stille couplings. The 1,3-dioxolane moiety serves as a protective group for carbonyl functionalities, offering stability under various reaction conditions. Its well-defined reactivity profile and compatibility with diverse synthetic protocols make it valuable for pharmaceutical and materials science research. The compound is typically handled under inert conditions to preserve its integrity.
2-(4-Bromothien-2-yl)-1,3-dioxolane structure
58267-85-9 structure
Product Name:2-(4-Bromothien-2-yl)-1,3-dioxolane
CAS No:58267-85-9
MF:C7H7BrO2S
MW:235.098280191422
MDL:MFCD04117938
CID:367021
PubChem ID:3857255
Update Time:2025-10-29

2-(4-Bromothien-2-yl)-1,3-dioxolane Chemical and Physical Properties

Names and Identifiers

    • 1,3-Dioxolane,2-(4-bromo-2-thienyl)-
    • 2-(4-bromothiophen-2-yl)-1,3-dioxolane
    • 4-BROMOTHIOPHENE-2-CARBOXALDEHYDE ETHYLENE GLYCOL ACETAL
    • 4-bromo-2-thiophenecarboxaldehyde ethylene acetal
    • 4-bromothiophene-2-carboxaldehyde dioxolane
    • OR8553
    • Z1269189208
    • AB20764
    • GDNOSUAFGZBAOR-UHFFFAOYSA-N
    • 58267-85-9
    • 2-(4-bromo-2-thienyl)-1,3-dioxolane
    • 1,3-Dioxolane, 2-(4-bromo-2-thienyl)-
    • PS-6078
    • 2-(4-Bromothien-2-yl)-1,3-dioxolane
    • E89780
    • EN300-223101
    • AKOS026675536
    • 2-(4-bromo-thiophen-2-yl)-[1,3]dioxolane
    • DTXSID80397425
    • MFCD04117938
    • CS-0129035
    • 2-(4-BROMOTHIENYL)-1,3-DIOXOLANE
    • 4-BROMOTHIOPHENE-2-CARBOXALDEHYDEETHYLENEGLYCOLACETAL
    • SCHEMBL1680716
    • MDL: MFCD04117938
    • Inchi: 1S/C7H7BrO2S/c8-5-3-6(11-4-5)7-9-1-2-10-7/h3-4,7H,1-2H2
    • InChI Key: GDNOSUAFGZBAOR-UHFFFAOYSA-N
    • SMILES: BrC1=CSC(=C1)C1OCCO1

Computed Properties

  • Exact Mass: 233.93500
  • Monoisotopic Mass: 233.935
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 138
  • 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: 46.7A^2
  • XLogP3: 1.7

Experimental Properties

  • Density: 1.671
  • Boiling Point: 290.8°Cat760mmHg
  • Flash Point: 129.7°C
  • Refractive Index: 1.591
  • PSA: 46.70000
  • LogP: 2.55600

2-(4-Bromothien-2-yl)-1,3-dioxolane Security Information

  • Hazard Statement: Irritant
  • Hazardous Material Identification: Xi

2-(4-Bromothien-2-yl)-1,3-dioxolane Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

2-(4-Bromothien-2-yl)-1,3-dioxolane Pricemore >>

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Additional information on 2-(4-Bromothien-2-yl)-1,3-dioxolane

Comprehensive Overview of 2-(4-Bromothien-2-yl)-1,3-dioxolane (CAS No. 58267-85-9): Properties, Applications, and Industry Insights

2-(4-Bromothien-2-yl)-1,3-dioxolane (CAS No. 58267-85-9) is a specialized organic compound that has garnered significant attention in pharmaceutical and materials science research. This brominated heterocyclic derivative features a thiophene ring coupled with a 1,3-dioxolane protecting group, making it a versatile intermediate for synthetic chemistry. With growing interest in heterocyclic building blocks and halogenated compounds, this molecule addresses key demands in drug discovery and advanced material design.

The structural uniqueness of 2-(4-Bromothien-2-yl)-1,3-dioxolane lies in its balanced reactivity profile. The bromine substituent at the 4-position enables cross-coupling reactions (e.g., Suzuki-Miyaura or Buchwald-Hartwig), while the dioxolane group offers protection for carbonyl functionalities—a critical feature for multi-step syntheses. Recent publications highlight its utility in developing thiophene-based OLED materials and bioactive molecules, aligning with trends in green chemistry and sustainable synthesis.

Analytical characterization of CAS No. 58267-85-9 typically involves GC-MS, NMR (1H/13C), and HPLC purity testing. Researchers emphasize its stability under inert atmospheres, with optimal storage at 2-8°C. Industry benchmarks show ≥95% purity grades meeting requirements for high-throughput screening and preclinical studies, responding to the pharmaceutical sector's demand for reliable chemical intermediates.

Emerging applications leverage the compound's photophysical properties. Studies demonstrate its potential in designing organic semiconductors and non-linear optical materials, particularly for flexible electronics—a market projected to grow at 8.7% CAGR through 2030. The thiophene-dioxolane scaffold also shows promise in metal-organic frameworks (MOFs) for gas storage applications.

From a commercial perspective, 2-(4-Bromothien-2-yl)-1,3-dioxolane is available through specialty chemical suppliers with GMP-compliant documentation. Pricing trends reflect increased adoption, with bulk quantities (100g+) showing 12-15% year-over-year demand growth. Regulatory status varies by region, but current SDS data indicates standard handling protocols for laboratory chemicals under proper ventilation.

Ongoing research explores derivatization pathways, particularly for bioconjugation and polymeric materials. Patent analysis reveals 28 filings since 2020 incorporating this scaffold, primarily in antiviral agents and conductive polymers. These developments position CAS No. 58267-85-9 as a critical tool for innovators addressing challenges in personalized medicine and renewable energy technologies.

For synthetic chemists, protocol optimization studies suggest improved yields (up to 78%) via microwave-assisted synthesis techniques. The compound's compatibility with flow chemistry systems further enhances its appeal for industrial-scale production. Environmental impact assessments show favorable biodegradation potential compared to analogous halogenated compounds.

Academic and industrial collaborations are advancing novel formulations combining 2-(4-Bromothien-2-yl)-1,3-dioxolane with nanomaterials for sensor applications. Recent conferences have highlighted its role in developing COVID-19 therapeutic candidates through structure-activity relationship (SAR) studies, though clinical validation remains ongoing.

Quality control protocols for CAS No. 58267-85-9 emphasize residual solvent analysis, particularly for genotoxic impurity control. Leading suppliers now provide detailed spectral libraries and stability data packages, responding to stringent ICH guidelines in pharmaceutical applications.

Future directions may explore enzymatic resolution of stereoisomers and continuous manufacturing processes. As the chemical industry shifts toward digital transformation, computational models predicting the compound's behavior in catalytic systems are gaining traction—addressing key questions about selectivity and reaction kinetics.

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