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Sodium rhodizonate

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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
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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.
InChIKey
SXWPCWBFJXDMAI-UHFFFAOYSA-L
CAS DataBase Reference
523-21-7(CAS DataBase Reference)
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Safety Information

Safety Statements 
24/25
WGK Germany 
3
HS Code 
29144090

MSDS

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Sodium rhodizonate Usage And Synthesis

Chemical Properties

dark green powder

Uses

Sodium 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.

Uses

As a reagent for barium and strontium.

Purification Methods

The 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.]

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