Description

2-Naphthyl Trifluoromethanesulfonate (CAS No. 3857-83-8) is a high-purity organic compound with the molecular formula C₁₁H₇F₃O₃S. This specialized reagent, also known as naphthalen-2-yl trifluoromethanesulfonate, is widely used in synthetic organic chemistry as a versatile triflate ester intermediate. The compound features a naphthyl group bonded to a highly reactive trifluoromethanesulfonate (triflate) leaving group, making it particularly valuable for palladium-catalyzed cross-coupling reactions such as Suzuki, Stille, and Negishi couplings.

Our product is rigorously tested to ensure superior quality, with typical purity levels exceeding 98% (GC). It is supplied as a crystalline solid or solution under inert atmosphere to maintain stability. Proper storage at 2-8°C under nitrogen is recommended to prevent decomposition. The compound’s unique reactivity profile makes it indispensable for constructing complex aromatic systems in pharmaceuticals, agrochemicals, and materials science research.

Key applications include: nucleophilic substitution reactions, preparation of biaryl compounds, and as a precursor for advanced organic synthesis. Available in research quantities from milligrams to kilogram scale with customizable packaging options.

Properties

• CAS Number: 3857-83-8
• Complexity: 385
• IUPAC Name: 2-naphthyl trifluoromethanesulfonate
• InChI: InChI=1S/C11H7F3O3S/c12-11(13,14)18(15,16)17-10-6-5-8-3-1-2-4-9(8)7-10/h1-7H
• InChI Key: MDWRQYBWVTXIIJ-UHFFFAOYSA-N
• Exact Mass: 276.00679974
• Molecular Formula: C11H7F3O3S
• Molecular Weight: 276.23
• SMILES: C1=CC=C2C=C(C=CC2=C1)OS(=O)(=O)C(F)(F)F
• Topological: 51.8
• Monoisotopic Mass: 276.00679974
• Synonyms: 2-Naphthyl trifluoromethanesulfonate, 3857-83-8, DTXSID10404111, DTXCID10354965, 624-190-5, naphthalen-2-yl trifluoromethanesulfonate, 2-Naphthyl triflate, 2-naphthyltrifluoromethanesulfonate, 2-Naphthyltriflate, MFCD00192341, 2- naphthyl triflate, SCHEMBL1713420, AKOS025310395, BS-22941, 2-Naphthyl trifluoromethanesulfonate, 97%, CS-0182185, N0845, Trifluoromethanesulfonic Acid 2-Naphthyl Ester, T72409

Application

2-Naphthyl Trifluoromethanesulfonate serves as a key intermediate in organic synthesis, particularly for palladium-catalyzed cross-coupling reactions to form biaryl structures. It is extensively used in pharmaceutical research for constructing complex aromatic systems found in drug candidates. The compound’s excellent leaving group properties make it valuable for nucleophilic aromatic substitution reactions in materials science applications.

Safety and Hazards

GHS Hazard Statements

• H314 (97.5%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H318 (97.5%): Causes serious eye damage [Danger Serious eye damage/eye irritation]

Precautionary Statements

• P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P405, and P501

Hazard Classes and Categories

• Skin Corr. 1B (97.5%)
• Eye Dam. 1 (97.5%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.