Description

2-Naphthyl p-Toluenesulfonate (CAS No. 7385-85-5) is a high-purity organic sulfonate ester with the molecular formula C₁₇H₁₄O₃S. Also known as naphthalen-2-yl 4-methylbenzenesulfonate or 2-naphthyl tosylate, this compound is widely utilized in synthetic organic chemistry as a versatile reagent or intermediate. Its structure combines a naphthyl group with a toluenesulfonate moiety, making it valuable for nucleophilic substitution reactions, esterifications, and polymer modifications. This product is supplied as a crystalline solid with >98% purity (HPLC), ensuring consistency for research and industrial applications. Ideal for use in controlled reactions, it is packaged under inert conditions to maintain stability and shelf life. Suitable for researchers in pharmaceuticals, materials science, and specialty chemical synthesis.

Properties

• CAS Number: 7385-85-5
• Complexity: 431
• IUPAC Name: 2-naphthyl 4-methylbenzenesulfonate
• InChI: InChI=1S/C17H14O3S/c1-13-6-10-17(11-7-13)21(18,19)20-16-9-8-14-4-2-3-5-15(14)12-16/h2-12H,1H3
• InChI Key: CWCMQKWNHUXBFQ-UHFFFAOYSA-N
• Exact Mass: 298.06636548
• Molecular Formula: C17H14O3S
• Molecular Weight: 298.4
• SMILES: CC1=CC=C(C=C1)S(=O)(=O)OC2=CC3=CC=CC=C3C=C2
• Topological: 51.8
• Monoisotopic Mass: 298.06636548
• Synonyms: 2-Naphthyl p-Toluenesulfonate, 7385-85-5, naphthalen-2-yl 4-methylbenzenesulfonate, 2-naphthyl tosylate, 2-Naphthol, p-toluenesulfonate, naphthalen-2-yl 4-methylbenzene-1-sulfonate, NSC6937, MFCD10168701, naphthalen-2-yl4-methylbenzenesulfonate, SCHEMBL6882887, DTXSID30278295, 2-naphthyl 4-methylbenzenesulfonate, NSC-6937, AKOS000971432, CS-W001633, p-Toluenesulfonic Acid 2-Naphthyl Ester, s11722, 2-(4-Methylphenyl)sulfonyloxynaphthalene, DS-003369, N0870, EN300-6839485

Application

2-Naphthyl p-Toluenesulfonate serves as a key intermediate in the synthesis of dyes, liquid crystals, and photoactive materials. It is employed in polymer chemistry to modify resin properties or initiate polymerization. Researchers also use it to study sulfonate ester reactivity in nucleophilic aromatic substitutions. Its stability and well-defined leaving group (tosylate) make it valuable for mechanistic investigations.

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