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
form
powder
Quality Level
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.
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)
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