Product Description
2-(Chloromethyl)naphthalene、2506-41-4
AI Product Description
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2-(Chloromethyl)naphthalene, chemically known as 2-naphthylmethyl chloride, is a versatile organic intermediate widely utilized in the fine chemical and pharmaceutical industries. With the molecular formula C11H9Cl and a molecular weight of approximately 176.64 g/mol, this compound features a naphthalene ring system substituted with a reactive chloromethyl group at the second position. Its standard CAS registry number is 5348-56-7. The molecule appears typically as a colorless to pale yellow liquid or low-melting solid, possessing distinct aromatic characteristics and high reactivity due to the electrophilic nature of the benzylic chlorine atom.
The primary application of 2-(Chloromethyl)naphthalene lies in its role as a crucial building block for synthesizing complex heterocyclic compounds and advanced drug candidates. It serves as an essential precursor in the production of various naphthalene-based derivatives used in agrochemicals, including fungicides and herbicides, where the naphthalene moiety provides necessary biological activity. In the pharmaceutical sector, this reagent facilitates the construction of nitrogen-containing heterocycles, such as quinolines and isoquinolines, which are fundamental scaffolds in numerous therapeutic agents ranging from antimalarials to anticancer drugs. Furthermore, it is employed in the synthesis of dyes and pigments, contributing to the vibrant color palette required in textile and coating industries.
Due to the sensitivity of the chloromethyl group, handling requires strict adherence to safety protocols. The substance is moisture-sensitive and can hydrolyze to form the corresponding alcohol, releasing hydrogen chloride gas. It is also classified as a potential irritant and should be stored in cool, dry, well-ventilated areas away from strong bases and nucleophiles. Industrial users typically source this material from specialized chemical suppliers who ensure high purity grades suitable for research and large-scale manufacturing processes. As a key linker in organic synthesis, 2-(Chloromethyl)naphthalene remains indispensable for researchers aiming to develop novel functional materials and bioactive molecules, bridging the gap between simple aromatic hydrocarbons and sophisticated end-use products.