Cas no 67073-72-7 (1-Bromo-3-(dimethoxymethyl)benzene)

1-Bromo-3-(dimethoxymethyl)benzene is a brominated aromatic compound featuring a dimethoxymethyl functional group at the meta position. This structure makes it a versatile intermediate in organic synthesis, particularly for cross-coupling reactions such as Suzuki-Miyaura or Buchwald-Hartwig amination. The dimethoxymethyl group enhances solubility in common organic solvents, facilitating handling and reactivity. Its bromine substituent provides a reactive site for further functionalization, enabling the construction of complex molecular architectures. The compound is stable under standard conditions, ensuring reliable performance in synthetic applications. It is commonly employed in pharmaceutical and agrochemical research for the development of bioactive molecules.
1-Bromo-3-(dimethoxymethyl)benzene structure
67073-72-7 structure
Product Name:1-Bromo-3-(dimethoxymethyl)benzene
CAS No:67073-72-7
MF:C9H11BrO2
MW:231.086442232132
MDL:MFCD00129743
CID:527364
PubChem ID:105395
Update Time:2025-06-12

1-Bromo-3-(dimethoxymethyl)benzene Chemical and Physical Properties

Names and Identifiers

    • 1-Bromo-3-(dimethoxymethyl)benzene
    • 3-BROMOBENZALDEHYDE DIMETHYL ACETAL
    • Benzene,1-bromo-3-(dimethoxymethyl)-
    • 1,1-dimethoxy-1-(3-bromophenyl)methane
    • 2-bromo-4-(dimethoxymethyl)benzene
    • 3-Bromobenzaldehyde dimethylaceta
    • bromo-3-(dimethoxymethyl)benzene
    • m-bromobenzaldehyde dimethyl acetal
    • 1-Bromo-3-dimethoxymethyl-benzene
    • LEWBSVBRCPCEKV-UHFFFAOYSA-N
    • EN300-24203304
    • 3-BROMOBENZALDEHYDEDIMETHYLACETAL
    • AKOS016013123
    • NS00053250
    • SCHEMBL511201
    • FT-0719734
    • 67073-72-7
    • EINECS 266-563-1
    • 1-bromo-3-(dimethoxymethyl) benzene
    • DTXSID20986110
    • DTXCID701413297
    • DB-013468
    • MFCD00129743
    • MDL: MFCD00129743
    • Inchi: 1S/C9H11BrO2/c1-11-9(12-2)7-4-3-5-8(10)6-7/h3-6,9H,1-2H3
    • InChI Key: LEWBSVBRCPCEKV-UHFFFAOYSA-N
    • SMILES: BrC1=CC=CC(=C1)C(OC)OC

Computed Properties

  • Exact Mass: 229.99400
  • Monoisotopic Mass: 229.99424g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 3
  • Complexity: 126
  • 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: 2.74050

1-Bromo-3-(dimethoxymethyl)benzene Customs Data

  • HS CODE:2909309090
  • Customs Data:

    China Customs Code:

    2909309090

    Overview:

    2909309090 Other aromatic ethers and their halogenated derivatives\sulfonation\Nitrated derivative(Including nitrosative derivatives).Regulatory conditions:nothing.VAT:17.0%.Tax refund rate:9.0%.MFN tariff:5.5%.general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2909309090 other aromatic ethers and their halogenated, sulphonated, nitrated or nitrosated derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

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1-Bromo-3-(dimethoxymethyl)benzene Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:67073-72-7)1-Bromo-3-(dimethoxymethyl)benzene
Order Number:A835625
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 06:34
Price ($):269.0

1-Bromo-3-(dimethoxymethyl)benzene Related Literature

Additional information on 1-Bromo-3-(dimethoxymethyl)benzene

Recent Advances in the Application of 1-Bromo-3-(dimethoxymethyl)benzene (CAS: 67073-72-7) in Chemical Biology and Pharmaceutical Research

The compound 1-Bromo-3-(dimethoxymethyl)benzene (CAS: 67073-72-7) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its versatile applications as a key intermediate in organic synthesis. This aromatic bromo compound, characterized by a dimethoxymethyl substituent, serves as a crucial building block for the development of novel bioactive molecules, including pharmaceuticals, agrochemicals, and materials. Recent studies have highlighted its utility in cross-coupling reactions, nucleophilic substitutions, and as a precursor for complex molecular architectures.

In a 2023 study published in the Journal of Medicinal Chemistry, researchers demonstrated the efficacy of 1-Bromo-3-(dimethoxymethyl)benzene in the synthesis of potent kinase inhibitors. The compound's bromo group facilitated efficient Suzuki-Miyaura cross-coupling reactions with boronic acids, enabling the rapid assembly of diverse heterocyclic scaffolds. The dimethoxymethyl moiety, meanwhile, provided a handle for further functionalization, enhancing the drug-like properties of the resulting molecules. This approach yielded several candidates with nanomolar inhibitory activity against targeted kinases, underscoring the compound's value in drug discovery.

Another notable application was reported in ACS Catalysis, where 1-Bromo-3-(dimethoxymethyl)benzene was employed in photocatalytic C-H functionalization reactions. The study revealed that the electron-rich dimethoxymethyl group stabilized radical intermediates, improving reaction yields and selectivity. This methodology was successfully applied to the late-stage diversification of pharmaceutical compounds, offering a streamlined route to analogs for structure-activity relationship studies. The findings suggest that 67073-72-7 could play a pivotal role in accelerating medicinal chemistry campaigns.

From a safety and scalability perspective, recent process chemistry research (Organic Process Research & Development, 2024) has optimized the large-scale production of 1-Bromo-3-(dimethoxymethyl)benzene. Innovations in bromination conditions and purification techniques have increased yields to >85% while reducing hazardous waste generation. These advancements address previous limitations in the compound's commercial availability, making it more accessible for industrial applications. The improved synthesis protocol maintains high purity standards (>99%), critical for pharmaceutical use.

Emerging applications in materials science have also been explored. A 2024 Nature Communications article detailed the incorporation of 67073-72-7-derived monomers into conjugated polymers for organic electronics. The dimethoxymethyl group was found to modulate the polymer's electronic properties while the bromo site enabled precise chain-length control through controlled polymerization techniques. The resulting materials exhibited enhanced charge carrier mobility, suggesting potential use in flexible electronics and bioelectronic devices.

In conclusion, 1-Bromo-3-(dimethoxymethyl)benzene (67073-72-7) continues to demonstrate remarkable versatility across multiple research domains. Its dual functionality as both an electrophilic coupling partner and a protected aldehyde precursor makes it invaluable for complex molecule construction. Recent breakthroughs in synthetic methodologies, coupled with improved manufacturing processes, position this compound as an increasingly important tool in chemical biology and pharmaceutical development. Future research directions may explore its applications in biocatalysis, targeted protein degradation, and as a linchpin in diversity-oriented synthesis platforms.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:67073-72-7)1-Bromo-3-(dimethoxymethyl)benzene
A835625
Purity:99%
Quantity:1g
Price ($):269.0
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