Sodium rhodizonate

Sodium rhodizonate Basic information
Product Name:Sodium rhodizonate
Synonyms:DISODIUM RHODIZONATE;5,6-DIHYDROXY-5-CYCLOHEXENE-1,2,3,4-TETRONE DISODIUM SALT;3,4,5,6-TETRAOXOCYCLOHEXENE-1,2-DIOL DISODIUM SALT;1,2-DIHYDROXY-3,4,5,6-TETRAOXO-1-CYCLOHEXENE DISODIUM SALT;RHODIZONIC ACID, DISODIUM DERIVATIVE;RHODIZONIC ACID DISODIUM SALT;RHODIZONIC ACID SODIUM SALT;SODIUM RHODIZONATE
CAS:523-21-7
MF:C6Na2O6
MW:214.04
EINECS:208-340-3
Product Categories:Metal Titration Indicators;Analytical Reagents;Analytical/Chromatography;Building Blocks;C3 to C6;Carbonyl Compounds;Chemical Synthesis;Indicators;Ketones;Organic Building Blocks;Titration
Mol File:523-21-7.mol
Sodium rhodizonate Structure
Sodium rhodizonate Chemical Properties
Melting point 300 °C
storage temp. Store at +15°C to +25°C.
form Fine Crystalline Powder
color Green-gray to dark green
Water Solubility Soluble in water.
Merck 14,8670
BRN 5181379
Stability:Stable. Incompatible with strong oxidizing agents.
InChIKeySXWPCWBFJXDMAI-UHFFFAOYSA-L
CAS DataBase Reference523-21-7(CAS DataBase Reference)
Safety Information
Safety Statements 24/25
WGK Germany 3
HS Code 29144090
MSDS Information
ProviderLanguage
5,6-Dihydroxy-5-cyclohexene-1,2,3,4-tetrone disodium salt English
ACROS English
ALFA English
Sodium rhodizonate Usage And Synthesis
Chemical Propertiesdark green powder
UsesAs a reagent for barium and strontium.
UsesSodium rhodizonate dibasic can be employed as a reactant in the synthesis of:
  • Dihydroxyquinone carbonate by cyclocondensation reaction with phosgene.
  • Zwitterionic systems by condensation of heteroaryl-boronic acids.

Purification MethodsThe free acid is obtained by acidifiying and extracting with Et2O, drying (MgSO4), filtering, evaporating and distilling in a vacuum (b 155-160o/14mm). The free acid solidifies on cooling, and the colourless crystals can be recrystallised from tetrahydrofuran/pet ether or *C6H6. It forms a dihydrate m 130-140o. The pure di Na salt is formed by dissolving the acid in 2 equivalents of NaOH and evaporating in a vacuum. It forms violet crystals which give an orange solution in H2O that is unstable for extended periods even at 0o, and should be prepared freshly before use. Salts of rhodizonic acid cannot be purified by recrystallisation without great loss due to conversion to crotonate, so that the original material must be prepared anew if pure salt is required. It can be washed with NaOAc solution, then EtOH, to remove excess NaOAc, dried under vacuum and stored in the dark. [UV and tautomerism: Schwarzenbach & Suter Helv Chim Acta 24 617 1941, Polarography: Preisler & Berger J Am Chem Soc 64 67 1942, Souchay & Taibouet J Chim Phys 49 C108 1952, Beilstein 8 H 535, 8 II 572, 8 III 4214, 8 IV 3609.]
Sodium rhodizonate Preparation Products And Raw materials
Preparation ProductsTetrahydroxyquinone
Sodium benzoate Sodium acetate sodium Sodium chloride Trisodium phosphate 1-Hydroxyethylidene-1,1-diphosphonic acid Sodium percarbonate Folic acid Diclofenac sodium Triclosan 4'-Hydroxyacetophenone Sodium chlorate Rhodamine B Sodium bicarbonate Sodium hydroxide Acid Red 94 Ethylenediaminetetraacetic acid disodium salt Sodium carbonate

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