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• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Carbonyl compounds Aldehydes

Professional Introduction to 2,6-Dimethyl-4-hydroxybenzaldehyde (CAS No. 70547-87-4)

2,6-Dimethyl-4-hydroxybenzaldehyde, with the chemical formula C₉H₁₀O₂ and CAS number 70547-87-4, is a significant compound in the field of organic chemistry and pharmaceutical research. This aromatic aldehyde is characterized by its unique structural features, which include two methyl groups at the 2- and 6-positions of the benzene ring, along with a hydroxyl group at the 4-position. These structural attributes contribute to its versatile reactivity and make it a valuable intermediate in synthetic chemistry and drug development.

The compound's molecular structure imparts a balance of electronic and steric properties, making it an attractive candidate for various chemical transformations. The presence of both electron-donating (hydroxyl) and electron-withdrawing (methyl) groups allows for selective functionalization, enabling chemists to tailor its reactivity for specific applications. This flexibility has been exploited in the synthesis of more complex molecules, including natural products and bioactive compounds.

In recent years, 2,6-Dimethyl-4-hydroxybenzaldehyde has garnered attention in the pharmaceutical industry due to its potential as a precursor for drug candidates. Its aromatic aldehyde moiety is particularly relevant in medicinal chemistry, as aldehydes are widely used in the synthesis of heterocyclic compounds and other pharmacophores. Research has demonstrated its utility in constructing frameworks that mimic biologically active molecules, thereby facilitating the development of novel therapeutic agents.

One notable area of research involving 2,6-Dimethyl-4-hydroxybenzaldehyde is its role in the synthesis of flavonoid derivatives. Flavonoids are a class of natural products known for their antioxidant and anti-inflammatory properties. The compound's structure closely resembles that of flavonoids, making it a plausible starting point for generating analogs with enhanced biological activity. Studies have shown that modifications at the methyl and hydroxyl positions can significantly alter the pharmacological profile of derived compounds, offering opportunities for drug optimization.

The compound's reactivity also makes it a valuable tool in materials science. For instance, it can be used to prepare cross-linked polymers or to modify surfaces for specific applications. Its ability to participate in condensation reactions with amine derivatives allows for the creation of Schiff bases, which have been explored for their catalytic and luminescent properties. These applications highlight the broad utility of 2,6-Dimethyl-4-hydroxybenzaldehyde beyond traditional pharmaceutical contexts.

In academic research, 2,6-Dimethyl-4-hydroxybenzaldehyde has been employed in mechanistic studies to understand reaction pathways involving aromatic aldehydes. Its stability under various conditions makes it an ideal substrate for probing electronic effects and steric influences on reaction outcomes. Such studies contribute to a deeper understanding of organic transformations and can inform the design of more efficient synthetic strategies.

The compound's role in green chemistry is also emerging as an important area of investigation. Researchers are exploring methods to synthesize 2,6-Dimethyl-4-hydroxybenzaldehyde using sustainable practices, such as catalytic processes that minimize waste or energy consumption. These efforts align with broader goals in pharmaceutical manufacturing to reduce environmental impact while maintaining high yields and purity standards.

Evaluation of CAS No. 70547-87-4's potential as a building block for drug discovery has led to several innovative approaches. For example, its incorporation into libraries of diverse compounds has enabled high-throughput screening programs aimed at identifying novel bioactive molecules. The structural diversity provided by derivatives of this aldehyde has shown promise in targeting various therapeutic areas, including oncology and neurology.

The synthesis of chiral derivatives of 2,6-Dimethyl-4-hydroxybenzaldehyde is another active area of research. Chirality plays a crucial role in determining the biological activity of many drugs, making enantioselective synthesis an important consideration in drug development. Advances in asymmetric catalysis have allowed researchers to access enantiomerically pure forms of this compound and its derivatives with increasing efficiency.

The future prospects for 2,6-Dimethyl-4-hydroxybenzaldehyde are promising, with ongoing research uncovering new synthetic routes and applications. As our understanding of molecular interactions deepens, this compound is likely to remain a cornerstone in both academic research and industrial development. Its versatility ensures continued relevance across multiple disciplines within chemistry and related fields.

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• 41438-18-0(4-Hydroxy-2-methylbenzaldehyde)