• 1. Emerging enantiomeric resolution materials with homochiral nano-fabrications
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• 2. Embedding heteroatoms: an effective approach to create porphyrin-based functional materials
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• 3. Fast synthesis of copper nanoclusters through the use of hydrogen peroxide additive and their application for the fluorescence detection of Hg2+ in water samples?
  Liao Xiaoqing,Li Ruiyi,Li Zaijun,Sun Xiulan,Wang Zhouping,Liu Junkang New J. Chem., 2015,39, 5240-5248
• 4. Dissolved oxygen sensor based on fluorescence quenching of oxygen-sensitive ruthenium complexes immobilized in sol–gel-derived porous silica coatings
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• 5. EWOD-driven droplet microfluidic device integrated with optoelectronic tweezers as an automated platform for cellular isolation and analysis?
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• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Dimethoxybenzenes
• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Methoxybenzenes Dimethoxybenzenes

3-Bromo-2,6-Dimethoxybenzaldehyde (CAS No. 29866-51-1): An Overview of Its Synthesis, Properties, and Applications in Chemical and Pharmaceutical Research

3-Bromo-2,6-dimethoxybenzaldehyde (CAS No. 29866-51-1) is a versatile organic compound that has gained significant attention in the fields of chemical and pharmaceutical research due to its unique structural features and potential applications. This compound is characterized by a benzene ring substituted with a bromine atom at the 3-position and methoxy groups at the 2- and 6-positions, along with an aldehyde functional group at the 4-position. The combination of these substituents imparts distinct chemical properties that make it a valuable intermediate in various synthetic pathways.

The synthesis of 3-bromo-2,6-dimethoxybenzaldehyde has been extensively studied, with several methods reported in the literature. One common approach involves the bromination of 2,6-dimethoxybenzaldehyde using bromine or N-bromosuccinimide (NBS) in an appropriate solvent. This method is known for its high yield and selectivity, making it a preferred choice for large-scale production. Another notable synthetic route involves the Vilsmeier-Haack reaction, where 3-bromo-2,6-dimethoxyanisole is treated with phosphorus oxychloride and dimethylformamide (DMF) to form the desired aldehyde.

The physical and chemical properties of 3-bromo-2,6-dimethoxybenzaldehyde are well-documented. It is a solid at room temperature with a melting point typically ranging from 70 to 75°C. The compound exhibits good solubility in polar organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO), but is insoluble in water. Its molecular weight is approximately 249.07 g/mol, and it has a density of around 1.5 g/cm3.

In terms of reactivity, 3-bromo-2,6-dimethoxybenzaldehyde is highly reactive due to the presence of the aldehyde functional group. This reactivity makes it an excellent starting material for various chemical transformations, including condensation reactions, reduction to alcohols or amines, and coupling reactions with other functional groups. The bromine substituent also provides additional synthetic flexibility, allowing for further functionalization through substitution reactions.

Recent research has highlighted the potential applications of 3-bromo-2,6-dimethoxybenzaldehyde in pharmaceutical development. One area of interest is its use as an intermediate in the synthesis of bioactive compounds with potential therapeutic effects. For example, studies have shown that derivatives of this compound exhibit significant anti-inflammatory and anticancer activities. A notable example is the synthesis of substituted benzofurans from 3-bromo-2,6-dimethoxybenzaldehyde, which have been found to possess potent anti-inflammatory properties.

In addition to its pharmaceutical applications, 3-bromo-2,6-dimethoxybenzaldehyde has also been explored for its potential use in materials science. Research has demonstrated that this compound can be used as a building block for the synthesis of advanced materials with unique optical and electronic properties. For instance, derivatives of this compound have been incorporated into polymers to enhance their thermal stability and mechanical strength.

The environmental impact of 3-bromo-2,6-dimethoxybenzaldehyde is another important consideration in its use and production. Studies have shown that this compound can be synthesized using green chemistry principles to minimize environmental footprint. For example, the use of environmentally friendly solvents and catalysts in its synthesis can significantly reduce waste generation and energy consumption.

In conclusion, 3-bromo-2,6-dimethoxybenzaldehyde (CAS No. 29866-51-1) is a multifaceted compound with a wide range of applications in chemical and pharmaceutical research. Its unique structural features and reactivity make it an invaluable intermediate in various synthetic pathways. Ongoing research continues to uncover new possibilities for its use in developing novel bioactive compounds and advanced materials.

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