2-Fluoro-3,3-dimethyl-2,3-dihydro-1,2-benzisothiazole 1,1-Dioxide

[124170-23-6] C9H10FNO2S (MW 215.24) InChI = 1S/C9H10FNO2S/c1-9(2)7-5-3-4-6-8(7)14(12,13)11(9)10/h3-6H,1-2H3 InChIKey = VMDJWSACUFRJRE-UHFFFAOYSA-N (electrophilic fluorinating agent) Alternate Name: N-fluoro-2,α-cumenesultam. Physical Data: mp 115–117 °C. Solubility: sol various organic solvents including THF, diethyl ether, CH2Cl2, acetonitrile. Form Supplied in: white or slightly yellow solid, ≥98% purity; commercially available. Analysis of Reagent Purity: 1H and 19F NMR. Preparative Method: pressureless fluorination on a 100 g scale with F2 in N2 (F2/N2 10% v/v) in the presence of powdered NaF in CHCl3/CFCl3 (1/1 v/v) at −40 °C.1, 2 Purification: flash chromatography (SiO2, CH2Cl2) and/or crystallization from Et2O/pentane. Handling, Storage, and Precautions: handle and store at rt or below; protected from light, preferably under nitrogen or argon. Thermally stable up to 200 °C; decomposes exothermally above 200 °C. Reacts with easily oxidized compounds such as iodide or tetramethylphenylenediamine. This reagent should be handled in a fume hood.