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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
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. 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.
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:
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
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1B
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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)
Hydroxylamine-O-sulfonic Acid.
Erdik E and Saczewski J.
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2013)
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)
Amination of tetrazoles with hydroxylamine-O-sulfonic acid: 1-and 2-aminotetrazoles.
Raap R.
Canadian Journal of Chemistry, 47(19), 3677-3681 (1969)
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)
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