Hydroxylamine-O-sulfonic Acid

[2950-43-8] H3NO4S (MW 113.11) InChI = 1S/H3NO4S/c1-5-6(2,3)4/h1H2,(H,2,3,4) InChIKey = DQPBABKTKYNPMH-UHFFFAOYSA-N (amination; hydroxymethylation; reduction; conversion of alkenes to primary amines1-3) Alternate Name: HOSA. Physical Data: mp 210 °C (dec); single crystal X-ray diffraction analysis.51 Solubility: sol cold water, methanol; slightly sol ethanol; insol ether, CHCl3. Form Supplied in: white solid; widely available. Analysis of Reagent Purity: quantitative analysis of HOSA can be made by iodometric titration.4, 5 Preparative Methods: by reacting hydroxylamine sulfate with 30% fuming H2SO44 or 60% oleum6 at rt, or by heating a mixture of hydroxylamine sulfate and chlorosulfonic acid at 100 °C for several hours.5 Handling, Storage, and Precautions: hygroscopic; should be stored in tightly sealed bottles in a refrigerator. Aqueous solutions are unstable, decomposing rapidly above 25 °C. It is thus important to use freshly prepared solutions in reactions. Use in a fume hood.