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Merck
CN

213136

Hydroxylamine-O-sulfonic acid

97%

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About This Item

Linear Formula:
H2NOSO3H
CAS Number:
Molecular Weight:
113.09
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
12352300
EC Number:
220-971-6
MDL number:
Assay:
97%
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Quality Level

assay

97%

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

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.

Application

Hydroxylamine-O-sulfonic acid (HOSA) may be employed in the preparation of the following:
  • monosubstituted and 1,1-disubstituted hydrazines
  • symmetrically substituted pyrroles
  • aniline
  • C-substituted amino derivatives
  • lactams
Hydroxylamine-O-sulfonic acid may be used in the following processes:
As a nitrogen transfer reagent for the conversion of aldehydes to nitriles in aqueous medium.
Synthesis of N-aminopiperidine (NAPP) by reacting with piperidine.


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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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Regulatory Information

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A New Strategy for the Preparation of N-Aminopiperidine Using Hydroxylamine-O-Sulfonic Acid: Synthesis, Kinetic Modelling, Phase Equilibria, Extraction and Processes."
Labarthe E, et al.
Advances in Chemical Engineering and Science, 3(2) (2013)
Direct synthesis of nitriles from aldehydes with hydroxylamine-O-sulfonic acid in acidic water.
Quinn DJ, et al.
Tetrahedron Letters, 57(34), 3844-3847 (2016)
Synthetic Methods and Reactions; 671. One-Step Conversion of Alicyclic Ketones into Lactams with Hydroxylamine-O-sulfonic Acid/Formic Acid.
Olah GA and Fung AP.
Synthesis, 07, 537-538 (1979)



Global Trade Item Number

SKUGTIN
213136-100G04061832579153
213136-25G04061832579160
213136-5G04061832579177