Hydroxylamine-O-sulfonic acid Chemical Properties

Melting point:

210 °C (dec.)(lit.)

Boiling point:

39 °C(Press: 0.4 Torr)

Density 

2.2 g/cm3 (20℃)

vapor pressure 

0-53.329Pa at 25-39℃

storage temp. 

2-8°C

solubility 

675g/l (slow decomposition)

pka

-6.47±0.18(Predicted)

form 

Crystalline Powder

color 

White

PH

0.8 (100g/l, H2O, 20℃)

biological source

rabbit

Water Solubility 

soluble

Sensitive 

Hygroscopic

BRN 

956566

InChI

1S/H3NO4S/c1-5-6(2,3)4/h1H2,(H,2,3,4)

InChIKey

DQPBABKTKYNPMH-UHFFFAOYSA-N

SMILES

NOS(O)(=O)=O

CAS DataBase Reference

2950-43-8(CAS DataBase Reference)

EPA Substance Registry System

Hydroxylamine-O-sulfonic acid (2950-43-8)

Safety Information

Hazard Codes 

C,N

Risk Statements 

34-50-43-40-22

Safety Statements 

26-36/37/39-45-61-28A-27-22

RIDADR 

UN 3260 8/PG 3

WGK Germany 

3

RTECS 

NC5427000

F 

10-21

Hazard Note 

Irritant

TSCA 

TSCA listed

HazardClass 

8

PackingGroup 

III

HS Code 

28111980

Storage Class

8A - Combustible corrosive hazardous materials

Hazard Classifications

Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 3
Eye Dam. 1
Skin Corr. 1B

MSDS

• Language:English Provider:HOSA
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Hydroxylamine-O-sulfonic acid Usage And Synthesis

Chemical Properties

white to slightly beige crystalline powder

Uses

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.

Uses

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.

Synthesis

63 ml of 20~25% fuming sulfuric acid was slowly added dropwise to 16.4 g of hydroxylamine sulfate under mechanical stirring. The temperature was controlled below 60°C, and the time of dropwise addition was 40~60 minutes. After the dropwise addition, the temperature was raised to 60°C and the reaction was continued with stirring for 2~3 hours. Cool to 10°C and stir for 1 hour, then drop 100ml of ethyl acetate. The concentrated solution was allowed to stand for half an hour, separated and rapidly filtered. The crude product was washed with ethyl acetate and dried under vacuum to yield 21.5 g of hydroxylamine-O-sulfonic acid (95% yield). The product was stored on P2O6 in a vacuum desiccator. The purity of the product was 87.69%.

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.]

Hydroxylamine-O-sulfonic acid(2950-43-8)Related Product Information

• 4-Nitrotoluene-2-sulfonic Acid
• Aniline-2-sulfonic acid
• 4-NITRO-2-SULFOANILINE
• Ethyl 2-(Chlorosulfonyl)acetate
• N-Phenylhydroxylamine
• Folic acid
• 2,7-Naphthalenedisulfonic acid disodium salt
• N,N-Diethylhydroxylamine
• METARAMINOL
• Hydroxylamine sulfate
• Hydroxylamine hydrochloride
• Heptafluorobutyric acid
• HYDROXYLAMINE
• Glycine
• HYDROXYLAMINE NITRATE
• SINIGRIN
• SINIGRIN MONOHYDRATE
• sodium benzaldehyde-o-sulfonate