Overview
9-Decynoic acid is a specialized organic compound featuring both a terminal alkyne and a carboxylic acid functional group. Its unique structure makes it valuable in synthetic chemistry, particularly for click chemistry reactions like the copper-catalyzed azide-alkyne cycloaddition (CuAAC). The compound is primarily used as a building block in pharmaceutical and agrochemical research. Its alkyne group allows for efficient coupling reactions, enabling the synthesis of complex molecules with high precision.
Physical and Chemical Properties
9-Decynoic acid is a colorless to pale yellow liquid at room temperature, with a molecular weight of 168.23 g/mol. Its density is approximately 0.93 g/cm³, and it boils around 270-275°C. The compound is soluble in common organic solvents but has limited solubility in water. The terminal alkyne group is highly reactive, especially in the presence of copper catalysts. This reactivity is exploited in click chemistry for creating carbon-carbon and carbon-heteroatom bonds efficiently. The carboxylic acid group further enhances its utility by allowing derivatization into esters, amides, or other functional groups.
Main Applications
In pharmaceuticals, 9-decynoic acid serves as an intermediate for drug discovery, particularly in proteolysis-targeting chimeras (PROTACs) and kinase inhibitors. Its alkyne group enables bioconjugation, making it useful for labeling biomolecules. In agrochemicals, it is employed to synthesize bioactive compounds with herbicidal or fungicidal properties. Additionally, the compound finds niche applications in polymer science, where it modifies polymer chains to introduce clickable sites for further functionalization.
Safety and Storage
9-Decynoic acid is classified as an irritant, requiring proper handling to avoid skin or eye contact. Always use gloves, goggles, and a fume hood when working with this chemical. It should be stored in a tightly sealed container under inert gas (e.g., nitrogen) to prevent oxidation. Avoid exposure to heat, open flames, or strong oxidizers, as the alkyne group can pose a fire hazard. Dispose of waste according to local regulations for organic compounds.
B2B Procurement Guide
When procuring 9-decynoic acid, prioritize suppliers with ISO-certified production facilities. Key specifications to verify include purity (≥95% for most applications), CAS number (2387-71-5), and batch-to-batch consistency. Bulk purchases (100g or more) may qualify for discounted rates. For research-scale quantities, consider suppliers specializing in fine chemicals. Always request material safety data sheets (MSDS) and certificates of analysis (CoA) to ensure compliance with your industry standards.
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