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Merck
CN

220930

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
NACRES:
NA.22
PubChem Substance ID:
24853200
UNSPSC Code:
12352000
EC Number:
238-219-0
MDL number:
MFCD00010878
Form:
powder

Key Documents

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InChI key

IHSLHAZEJBXKMN-UHFFFAOYSA-L

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

SMILES string

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

form

powder

reaction suitability

reagent type: oxidant

storage temp.

2-8°C

Quality Level

100

Related Categories

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.

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.

supp_hazards

EUH014

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Water-react 1

Storage Class

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

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX1632
MKCX1631
MKCP7322
MKCN6571
MKCL9549

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Oxidation of aromatic amines to quinones by iodic acid under microwave irradiation in the presence of montmorillonite K10 and silica gel
Hashemi M, et al.
Monatshefte fur Chemie / Chemical Monthly, 134, 1561-1563 (2003)
M Yoshida et al.
Bioscience, biotechnology, and biochemistry, 65(6), 1444-1446 (2001-07-27)
Bisphenol A was oxidized to monoquinone and bisquinone derivatives by Fremy's salt, a radical oxidant, though salcomine and alkali did not catalyze the oxidation by molecular oxygen. Bisphenol A, bisphenol B, and 3,4'-(1-methylethylidene)bisphenol were converted to their monoquinone derivatives in
T P Holler et al.
Biochemistry, 29(7), 1953-1961 (1990-02-20)
Racemic ovothiol A [(+/-)-1a] and the ovothiol model compound 1,5-dimethyl-4-mercaptoimidazole (DMI, 2) were found to scavange the free radicals Fremy's salt (4) and Banfield' radical (5) much more rapidly than did the thiol antioxidant glutathione. Ovothiol A also scavenges the
Maria-Teresa Türke et al.
Physical chemistry chemical physics : PCCP, 14(2), 502-510 (2011-11-10)
The effectiveness of dynamic nuclear polarization (DNP) as a tool to enhance the sensitivity of liquid state NMR critically depends on the choice of the optimal polarizer molecule. In this study the performance of (15)N labelled Frémy's salt as a
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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Articles

Oxidizing and Reducing Agents

Oxidation and reduction reactions are some of the most common transformations encountered in organic synthesis

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