Cas no 39172-32-2 (2-(3-bromophenyl)-2-methyl-1,3-dioxolane)

2-(3-Bromophenyl)-2-methyl-1,3-dioxolane is a brominated dioxolane derivative characterized by its stable cyclic acetal structure and aromatic bromine substituent. This compound is primarily utilized as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. The presence of the bromine atom at the meta position of the phenyl ring enhances its reactivity in cross-coupling reactions, such as Suzuki or Heck couplings, enabling efficient functionalization. The dioxolane group offers protection for carbonyl functionalities under mild conditions, improving selectivity in multi-step syntheses. Its stability and well-defined reactivity profile make it a valuable building block for researchers in medicinal and materials chemistry.
2-(3-bromophenyl)-2-methyl-1,3-dioxolane structure
39172-32-2 structure
Product Name:2-(3-bromophenyl)-2-methyl-1,3-dioxolane
CAS No:39172-32-2
MF:C10H11BrO2
MW:243.097142457962
MDL:MFCD09831921
CID:1501750
PubChem ID:10999218
Update Time:2025-05-20

2-(3-bromophenyl)-2-methyl-1,3-dioxolane Chemical and Physical Properties

Names and Identifiers

    • 2-(3-bromophenyl)-2-methyl-1,3-dioxolane
    • 1,3-Dioxolane, 2-(3-bromophenyl)-2-methyl-
    • LogP
    • 3-bromopropiophenone ethylene acetal
    • 2-(3-bromophenyl)-2-methyl-[1,3]dioxolane
    • NS-03448
    • 2-(3-Bromo-phenyl)-2-methyl-[1,3]dioxolane
    • 39172-32-2
    • 3-(2-methyl-[1,3]dioxolan-2-yl)-1-bromobenzene
    • 2-(3-Bromo-phenyl)-2-methyl[1,3]dioxolane
    • starbld0038344
    • D87795
    • BMECYBCLXRLALS-UHFFFAOYSA-N
    • CS-0193439
    • AR-527/43405048
    • MFCD09831921
    • DB-013231
    • AKOS023703441
    • SCHEMBL855229
    • MDL: MFCD09831921
    • Inchi: 1S/C10H11BrO2/c1-10(12-5-6-13-10)8-3-2-4-9(11)7-8/h2-4,7H,5-6H2,1H3
    • InChI Key: BMECYBCLXRLALS-UHFFFAOYSA-N
    • SMILES: BrC1=CC=CC(=C1)C1(C)OCCO1

Computed Properties

  • Exact Mass: 241.99400
  • Monoisotopic Mass: 241.99424g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 178
  • 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
  • XLogP3: 2.2
  • Topological Polar Surface Area: 18.5?2

Experimental Properties

  • PSA: 18.46000
  • LogP: 2.66860

2-(3-bromophenyl)-2-methyl-1,3-dioxolane Pricemore >>

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Additional information on 2-(3-bromophenyl)-2-methyl-1,3-dioxolane

Professional Introduction to 2-(3-bromophenyl)-2-methyl-1,3-dioxolane (CAS No. 39172-32-2)

2-(3-bromophenyl)-2-methyl-1,3-dioxolane, identified by its Chemical Abstracts Service (CAS) number 39172-32-2, is a significant compound in the realm of organic synthesis and pharmaceutical research. This heterocyclic compound features a dioxolane ring substituted with a 3-bromophenyl group and a methyl group at the second carbon position. Its unique structural framework makes it a valuable intermediate in the development of various chemical entities, particularly in medicinal chemistry and agrochemical applications.

The dioxolane moiety, characterized by its oxygen-containing five-membered ring, contributes to the compound's stability and reactivity, making it a versatile building block for further functionalization. The presence of the 3-bromophenyl group introduces electrophilic characteristics, facilitating nucleophilic substitution reactions that are pivotal in synthesizing more complex molecules. Additionally, the methyl substituent enhances the compound's lipophilicity, which can be advantageous in designing bioactive molecules with improved pharmacokinetic properties.

In recent years, researchers have explored the potential of 2-(3-bromophenyl)-2-methyl-1,3-dioxolane in the synthesis of novel therapeutic agents. Its structural features align well with the requirements for developing small-molecule drugs targeting various biological pathways. For instance, studies have demonstrated its utility in constructing scaffolds that mimic natural products with demonstrated pharmacological activity. The bromine atom at the phenyl ring provides a convenient handle for further derivatization via cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, enabling the introduction of diverse aryl or heteroaryl groups.

One of the most compelling aspects of 2-(3-bromophenyl)-2-methyl-1,3-dioxolane is its role in generating molecules with potential antimicrobial and anticancer properties. The combination of the dioxolane ring and aromatic substituents often results in compounds that exhibit inhibitory effects on enzymes or receptors involved in pathogenic processes. Recent advancements in computational chemistry have further accelerated the discovery process by allowing researchers to predict binding affinities and optimize molecular structures before experimental synthesis. This integration of computational methods with traditional synthetic approaches has significantly enhanced the efficiency of drug discovery pipelines.

The pharmaceutical industry has shown particular interest in leveraging heterocyclic compounds like 2-(3-bromophenyl)-2-methyl-1,3-dioxolane due to their inherent biological activity and structural diversity. Researchers are exploring its derivatives as inhibitors of kinases, proteases, and other enzymes implicated in diseases such as cancer and inflammatory disorders. The lipophilic nature conferred by the methyl group is particularly beneficial for designing molecules that can effectively cross biological membranes, ensuring better absorption and distribution within the body.

Moreover, agrochemical applications of this compound have garnered attention due to its potential as a precursor for developing novel pesticides and herbicides. The structural motifs present in 2-(3-bromophenyl)-2-methyl-1,3-dioxolane are known to interact with biological targets in pests and weeds, offering a foundation for creating environmentally sustainable solutions in agriculture. The ability to modify its core structure allows chemists to fine-tune its activity spectrum, minimizing off-target effects while maximizing efficacy against specific targets.

The synthesis of 2-(3-bromophenyl)-2-methyl-1,3-dioxolane itself is an intriguing challenge that highlights the ingenuity of modern organic chemistry. While classical methods involving dioxolane formation followed by bromination and methylation are common approaches, recent methodologies have focused on more efficient and greener synthetic routes. For example, catalytic processes that minimize waste or utilize renewable feedstocks are being increasingly adopted. These innovations not only improve yield but also align with global sustainability goals by reducing environmental impact.

In conclusion, 2-(3-bromophenyl)-2-methyl-1,3-dioxolane (CAS No. 39172-32-2) represents a cornerstone compound in synthetic chemistry with far-reaching implications across multiple industries. Its unique structural attributes make it indispensable for constructing biologically active molecules with therapeutic potential. As research continues to uncover new applications and refine synthetic strategies, this compound is poised to remain at the forefront of chemical innovation for years to come.

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