220930
Potassium nitrosodisulfonate
Synonym(s):
Dipotassium nitrosodisulfonate, Fremy’s salt
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About This Item
Linear Formula:
(KSO3)2NO
CAS Number:
Molecular Weight:
268.33
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352000
EC Number:
238-219-0
MDL number:
form:
powder
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
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.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Water-react 1
supp_hazards
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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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
Potassium Nitrosodisulfonate
Parker K, et al.
e-EROS Encyclopedia of Reagents for Organic Synthesis (2001)
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
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
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