Cas no 94527-39-6 (1-Bromo-4-methoxy-2-(methoxymethyl)benzene)

1-Bromo-4-methoxy-2-(methoxymethyl)benzene is a substituted aromatic compound featuring both bromo and methoxy functional groups, making it a versatile intermediate in organic synthesis. Its structure, with a bromine atom at the 1-position and methoxy/methoxymethyl groups at the 4- and 2-positions, enables selective reactivity in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings. The electron-donating methoxy groups enhance its stability and influence regioselectivity in further derivatization. This compound is particularly useful in pharmaceutical and agrochemical research, where its functional groups allow for precise modifications. High purity and consistent quality ensure reliable performance in synthetic applications.
1-Bromo-4-methoxy-2-(methoxymethyl)benzene structure
94527-39-6 structure
Product Name:1-Bromo-4-methoxy-2-(methoxymethyl)benzene
CAS No:94527-39-6
MF:C9H11BrO2
MW:231.086442232132
MDL:MFCD21193511
CID:1984568
PubChem ID:13358241
Update Time:2025-10-19

1-Bromo-4-methoxy-2-(methoxymethyl)benzene Chemical and Physical Properties

Names and Identifiers

    • Benzene, 1-bromo-4-methoxy-2-(methoxymethyl)-
    • 1-Bromo-4-methoxy-2-(methoxymethyl)benzene
    • AB91743
    • CS-0194702
    • 1-bromo-4-methoxy-2-(methoxymethyl)-benzene
    • N10202
    • DB-162467
    • SCHEMBL791872
    • AKOS014661150
    • MFCD21193511
    • 94527-39-6
    • MDL: MFCD21193511
    • Inchi: 1S/C9H11BrO2/c1-11-6-7-5-8(12-2)3-4-9(7)10/h3-5H,6H2,1-2H3
    • InChI Key: KFWYLHYVLKUTFY-UHFFFAOYSA-N
    • SMILES: BrC1=CC=C(C=C1COC)OC

Computed Properties

  • Exact Mass: 229.99424Da
  • Monoisotopic Mass: 229.99424Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 3
  • Complexity: 130
  • 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

  • Color/Form: NA
  • Density: 1.2±0.1 g/cm3
  • Boiling Point: 264.4±42.0 °C at 760 mmHg
  • Flash Point: 161.6±26.5 °C

1-Bromo-4-methoxy-2-(methoxymethyl)benzene Security Information

1-Bromo-4-methoxy-2-(methoxymethyl)benzene Pricemore >>

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Additional information on 1-Bromo-4-methoxy-2-(methoxymethyl)benzene

Introduction to 1-Bromo-4-methoxy-2-(methoxymethyl)benzene (CAS No. 94527-39-6)

1-Bromo-4-methoxy-2-(methoxymethyl)benzene, identified by its Chemical Abstracts Service (CAS) number 94527-39-6, is a significant intermediate in the field of organic synthesis and pharmaceutical research. This compound belongs to the class of brominated aromatic ethers, characterized by its bromine substituent and methoxy groups, which contribute to its unique reactivity and utility in various chemical transformations. The presence of a methoxymethyl (or glycosidic) group at the 2-position adds an additional layer of functionality, making it a versatile building block for more complex molecules.

The synthesis and application of 1-Bromo-4-methoxy-2-(methoxymethyl)benzene have garnered attention due to its role in the development of novel pharmaceuticals and agrochemicals. Recent advancements in synthetic methodologies have enabled more efficient and scalable production processes, enhancing its accessibility for industrial and academic use. The compound’s structure allows for facile modifications, including nucleophilic aromatic substitution, cross-coupling reactions, and etherification, which are pivotal in constructing heterocyclic scaffolds and biologically active compounds.

In the realm of pharmaceutical research, 1-Bromo-4-methoxy-2-(methoxymethyl)benzene has been explored as a precursor for drugs targeting neurological disorders, inflammation, and infectious diseases. Its brominated aromatic core is particularly valuable in medicinal chemistry due to the ability to undergo regioselective functionalization. For instance, studies have demonstrated its utility in generating substituted benzodiazepines and quinolone derivatives, which exhibit promising pharmacological properties. The methoxymethyl group can be further manipulated through hydrolysis or reduction to introduce additional functional handles, broadening its synthetic potential.

Recent publications highlight the compound’s role in developing kinase inhibitors, where its bromine atom serves as a handle for palladium-catalyzed cross-coupling reactions. These reactions are essential for constructing complex molecular architectures with high precision. Moreover, the methoxy groups provide stability while allowing for selective deprotection strategies, making it an ideal candidate for multi-step syntheses. The growing interest in 1-Bromo-4-methoxy-2-(methoxymethyl)benzene underscores its importance as a key intermediate in modern drug discovery pipelines.

The chemical properties of 1-Bromo-4-methoxy-2-(methoxymethyl)benzene also make it relevant in materials science applications. For example, it can be used to synthesize polymers with tailored electronic properties or as a monomer in the production of liquid crystals. The bromine substituent facilitates polymerization through radical or ionic pathways, while the methoxy groups influence solubility and thermal stability. Such characteristics are particularly useful in developing advanced materials for optoelectronic devices and coatings.

From an industrial perspective, the demand for high-purity 1-Bromo-4-methoxy-2-(methoxymethyl)benzene has driven innovations in purification techniques such as distillation under reduced pressure or recrystallization from suitable solvents. These methods ensure that the compound meets stringent quality standards required for pharmaceutical-grade applications. Additionally, green chemistry principles have been increasingly applied to its synthesis, aiming to minimize waste and improve energy efficiency. Such efforts align with global trends toward sustainable chemical manufacturing.

The future prospects of 1-Bromo-4-methoxy-2-(methoxymethyl)benzene are closely tied to emerging research trends in synthetic organic chemistry and drug development. As computational methods advance, virtual screening techniques are being employed to identify novel derivatives with enhanced biological activity. This approach leverages the compound’s structural flexibility to design molecules with optimized pharmacokinetic profiles. Furthermore, collaborations between academia and industry are fostering new applications, particularly in personalized medicine where tailored intermediates play a crucial role.

In summary,1-Bromo-4-methoxy-2-(methoxymethyl)benzene (CAS No. 94527-39-6) is a multifaceted compound with broad utility across pharmaceuticals, materials science, and organic synthesis. Its unique structural features enable diverse chemical transformations, making it indispensable in modern research endeavors. As scientific understanding evolves, so too will the applications of this versatile intermediate, reinforcing its significance in advancing both medicinal chemistry and material science frontiers.

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