Sulfamic Acid

InChI = 1S/H3NO3S/c1-5(2,3)4/h(H3,1,2,3,4) InChIKey = IIACRCGMVDHOTQ-UHFFFAOYSA-N (useful solid acid catalyst frequently used in solvent-free/neat conditions; effective in phenolic and alcoholic -OH protection,6, 7 carbonyl protection–deprotection,8-12 addition reactions,13-15 esterifications and transesterifications,16, 17 acetolysis of cyclic ethers,18 Mannich reactions,19 formation of N-sulfonylimines,20 rearrangements,21 Diels-Alder reactions,22 electrophilic substitutions,23, 24 heterocycle formation by condensations,25-32 oxidations.33) Alternate Names: amidosulfonic acid, amidosulfuric acid, aminosulfonic acid, sulphamic acid. Physical Data: mp 205 °C; bp decomposes; d 2.11 g cm−3. Solubility: sol in cold H2O, insol in toluene, THF. Form Supplied in: white to colorless crystals. Widely available. Purification: crystallized from water at 70 °C (300 mL/25 g), after filtering by cooling a little and discarding the first batch of crystals before standing in an ice-salt mixture for 20 min. The crystals were filtered by suction, washed with a small quantity of ice water, then twice with cold EtOH and finally with Et2O. Air dried for 1 h, then stored in a desiccator over Mg(ClO4)2. Handling, Storage, and Precautions: keep in a tightly closed container. Protect from physical damage. Store in a cool, dry, ventilated area away from sources of heat, moisture, and incompatibilities. Containers of this material may be hazardous when empty because they retain product residues (dust, solids). Corrosive. Harmful if swallowed. Skin and eye irritant. Observe all warnings and precautions listed for the product.