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480975

Sigma-Aldrich

Hydroxylamine-O-sulfonic acid

99.998%

Synonym(s):

(Aminooxy)(hydroxy)sulfane dioxide, (Aminooxy)sulfonic acid, Amidoperoxymonosulfuric acid, Amidosulfonic peracid, Aminomonopersulfuric acid, Ammonia-N-oxide-O-sulfonic acid betaine, Permonosulfamic acid, Sulfoperamidic acid

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About This Item

Linear Formula:
H2NOSO3H
CAS Number:
Molecular Weight:
113.09
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Pricing and availability is not currently available.

Quality Level

assay

99.998%

mp

210 °C (dec.) (lit.)

storage temp.

2-8°C

SMILES string

NOS(O)(=O)=O

InChI

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

InChI key

DQPBABKTKYNPMH-UHFFFAOYSA-N

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General description

Hydroxylamine-O-sulfonic acid (HOSA), an O-substituted hydroxylamine, is a widely used aminating agent.[1] It can behave as a nucleophile as well as an electrophile.[2] The conversion of organoboranes obtained from hydroboration of olefins to amines using HOSA has been reported.[3]

Application

Hydroxylamine-O-sulfonic acid (HOSA) may be used to synthesize (Z)-1H-purin-6(7H)-ylideneaminooxysulfonic acid.[4]
HOSA may be used as an aminating reagent in the synthesis of:
  • 1-aminotetrazoles and 2-aminotetrazoles[5]
  • N-aminopiperidine (NAPP)[6]
  • 1H,1′ H-2,2′-biimidazole-1,1′-diamine[7]

signalword

Danger

Hazard Classifications

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

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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    Synthesis and molecular structure of (Z)-1H-purin-6-ylideneaminooxysulfonic acid: a possible secondary metabolite of adenine.
    Saczewski J and Gdaniec M.
    Heterocyclic Communications, 18(3), 109-112 (2012)
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    Labarthe E, et al.
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    Hydroxylamine-O-sulfonic Acid.
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    e-EROS Encyclopedia of Reagents for Organic Synthesis. (2013)

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