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Merck
CN

480975

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:
2950-43-8
Molecular Weight:
113.09
NACRES:
NA.22
PubChem Substance ID:
24871729
UNSPSC Code:
12352100
EC Number:
220-971-6
MDL number:
MFCD00011604
Assay:
99.998%

Key Documents

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Product Name

Hydroxylamine-O-sulfonic acid, 99.998%

Quality Level

200

InChI key

DQPBABKTKYNPMH-UHFFFAOYSA-N

InChI

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

SMILES string

NOS(O)(=O)=O

assay

99.998%

mp

210 °C (dec.) (lit.)

storage temp.

2-8°C

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Application

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

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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

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCM4592
BCCK8636
BCCG8992
BCCG6881
BCBZ5283

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Amination of tetrazoles with hydroxylamine-O-sulfonic acid: 1-and 2-aminotetrazoles.
Raap R.
Canadian Journal of Chemistry, 47(19), 3677-3681 (1969)
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)
N-Trinitroethylamino functionalization of nitroimidazoles: a new strategy for high performance energetic materials.
Yin P, et al.
Journal of Material Chemistry A, 1(25), 7500-7510 (2013)
Chen Zhu et al.
Journal of the American Chemical Society, 134(44), 18253-18256 (2012-10-23)
Herein, we disclose the first metal-free synthesis of primary aromatic amines from arylboronic acids, a reaction that has eluded synthetic chemists for decades. This remarkable transformation affords structurally diverse primary arylamines in good chemical yields, including a variety of halogenated
Hydroxylamine-O-sulfonic Acid.
Erdik E and Saczewski J.
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2013)
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