Hydroxylamine-O-sulfonic acid

Chemical properties

white to slightly beige crystalline powder

The Uses of Hydroxylamine-O-sulfonic acid

Hydroxylamine-O-sulfonic acid is used in the synthesis of quinolones for the benzodiazepine site of GABAA receptors. It is also used as a polymerization catalyst and an amination reagent. It is involved in the preparation of diazene by reacting with an alkali. It is also used in the inhibition of polychlorinated dibenzo-p-dioxins (PCDD) as well as (polychlorinated biphenyl) PCB formation in co-combustion.

The Uses of Hydroxylamine-O-sulfonic acid

Hydroxylamine-O-sulfonic acid (HOSA) may be used to synthesize (Z)-1H-purin-6(7H)-ylideneaminooxysulfonic acid.
HOSA may be used as an aminating reagent in the synthesis of:

• 1-aminotetrazoles and 2-aminotetrazoles
• N-aminopiperidine (NAPP)
• 1H,1′ H-2,2′-biimidazole-1,1′-diamine

General Description

Hydroxylamine-O-sulfonic acid is a versatile synthetic reagent. It is widely employed as a nucleophile and as an electrophile in various organic syntheses. It can be synthesized by reacting hydroxylamine sulfate with 30% fuming H₂SO₄.

Purification Methods

Stir the solid vigorously with anhydrous Et2O and filter it off using large volumes of dry Et2O. Drain dry at the pump for 5minutes and then for 12-14hours in a vacuum. Store it in a vacuum desiccator over conc H2SO4. Determine the purity by oxidation of iodide to I2. It must be stored in a dry atmosphere at 0-4o. It decomposes slowly in H2O at 25o and more rapidly above this temperature. [Matsuguma & Andrieth Inorg Synth V 122 1957.]