Product Description
3-methoxy-2-prop-2-enylbenzaldehyde、94956-98-6
AI Product Description
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3-Methoxy-2-prop-2-enylbenzaldehyde is a specialized organic compound belonging to the class of substituted benzaldehydes, characterized by a methoxy group at the 3-position and an allyl chain at the 2-position relative to the aldehyde functional group on the benzene ring. Its molecular formula is C11H12O2, with a molecular weight of approximately 176.21 g/mol. While specific commercial Cas numbers for this exact regioisomer may vary depending on the supplier or synthesis route, it generally falls under the structural category of aromatic aldehydes used primarily in fine chemical synthesis rather than as a bulk commodity.
This compound serves as a valuable intermediate in the pharmaceutical and fragrance industries. In medicinal chemistry, the presence of both the electron-donating methoxy group and the reactive allyl moiety makes it an ideal precursor for constructing complex heterocyclic systems, such as benzofurans or chromenes, which are often found in bioactive molecules with potential anti-inflammatory, antioxidant, or antimicrobial properties. The aldehyde functionality allows for versatile transformations via condensation reactions, reduction to alcohols, or oxidation to carboxylic acids, providing chemists with multiple pathways to diversify the final product structure.
In the realm of flavor and fragrance, derivatives of this molecule contribute to the creation of unique olfactory profiles. The allyl side chain imparts fresh, green, or spicy notes, while the methoxy-substituted aromatic core adds depth and complexity. Although not typically found in nature as a free-standing major constituent, synthetic analogs derived from this scaffold are utilized to enhance perfumes, cosmetics, and food additives with nuanced aromatic characteristics. Researchers also employ this substance in mechanistic studies regarding electrophilic aromatic substitution and radical cyclization processes due to its distinct electronic environment. Overall, 3-methoxy-2-prop-2-enylbenzaldehyde represents a critical building block for advanced material science and synthetic organic chemistry, bridging the gap between simple aromatic precursors and high-value therapeutic or sensory agents.