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Sigma-Aldrich

Potassium nitrosodisulfonate

Synonym(s):

Dipotassium nitrosodisulfonate, Fremy’s salt

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About This Item

Linear Formula:
(KSO3)2NO
CAS Number:
14293-70-0
Molecular Weight:
268.33
EC Number:
238-219-0
MDL number:
MFCD00010878
UNSPSC Code:
12352000
PubChem Substance ID:
24853200
NACRES:
NA.22

form

powder

Quality Level

100

reaction suitability

reagent type: oxidant

storage temp.

2-8°C

SMILES string

[K+].[K+].[O]N(S([O-])(=O)=O)S([O-])(=O)=O

InChI

1S/2K.H2NO7S2/c;;2-1(9(3,4)5)10(6,7)8/h;;(H,3,4,5)(H,6,7,8)/q2*+1;/p-2

InChI key

IHSLHAZEJBXKMN-UHFFFAOYSA-L

General description

Potassium nitrosodisulfonate is an oxidizing reagent that can be used to convert phenols, naphthols, and anilines to quinones, benzylic alcohols to aldehydes or ketones, and amino acids to α-keto acids. It can also be used for the preparation of heterocyclic quinones and oxidative aromatization.

Application

Potassium nitrosodisulfonate can be used as an oxidizing reagent for the oxidation of:
  • Aromatic amines to their corresponding quinones.
  • Hydroethidine to 2-hydroxyethidium.
  • Tyrosine to o-quinones.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H260,H302 + H312 + H332

Hazard Classifications

Acute Tox. 4 Oral - Water-react 1

Supplementary Hazards

EUH014

Storage Class Code

4.3 - Hazardous materials which set free flammable gases upon contact with water

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Z L Liu et al.
Chemistry and physics of lipids, 56(1), 73-80 (1990-11-01)
The reaction between Fremy's salt and alpha-tocopherol (VE), ascorbic acid (VC) and its lipophilic derivatives ascorbyl-6-caprylate (VC-8), 6-laurate (VC-12) and 6-palmitate (VC-16) were studied by stopped-flow ESR spectroscopy in cetyl trimethylammonium bromide (CTAB) and sodium dodecyl sulfate (SDS) micelles, as
J. Wood Chem. Technol., 9, 491-491 (1989)
I Islam et al.
Journal of medicinal chemistry, 34(10), 2954-2961 (1991-10-01)
Described herein are structure-activity studies of new antitumor agents based on the pyrrolo[1,2-a]benzimidazole (PBI) ring system. These compounds were designed as new DNA cross-linkers mimicking the mitomycin antitumor agents. Actually, the PBI derivatives were found to have anthracycline-like features: (i)
S Pötsch et al.
FEBS letters, 374(1), 95-99 (1995-10-23)
The rate of reduction of the tyrosyl radical in the small subunit of ribonucleotide reductase (protein R2) from E. coli, mouse, and herpes simplex virus (HSV-2) by a series of p-alkoxyphenols with different alkyl chains, have been studied by stopped-flow
F J Hornicek et al.
Chemico-biological interactions, 55(3), 289-302 (1985-11-01)
Nitroxyldisulfonate [Fremy's salt; (KSO3)2NO.] and bisulfite (NaHSO3) have abolished periodic acid (H5IO6)-induced blastogenesis of human peripheral blood lymphocytes (HPBL), but only inhibited the blastogenic response of H5IO6-oxidized rat and mouse lymphocytes, as determined by the rates of nucleic acids synthesis
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