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523-21-7

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523-21-7 Usage

Chemical Properties

dark green powder

Uses

Different sources of media describe the Uses of 523-21-7 differently. You can refer to the following data:
1. As a reagent for barium and strontium.
2. 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.

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.]

Check Digit Verification of cas no

The CAS Registry Mumber 523-21-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,2 and 3 respectively; the second part has 2 digits, 2 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 523-21:
(5*5)+(4*2)+(3*3)+(2*2)+(1*1)=47
47 % 10 = 7
So 523-21-7 is a valid CAS Registry Number.
InChI:InChI=1/C6H2O6.2Na/c7-1-2(8)4(10)6(12)5(11)3(1)9;;/h7-8H;;/q;2*+1

523-21-7 Well-known Company Product Price

  • Brand
  • (Code)Product description
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  • Alfa Aesar

  • (A16126)  Rhodizonic acid disodium salt, 98%   

  • 523-21-7

  • 5g

  • 376.0CNY

  • Detail
  • Alfa Aesar

  • (A16126)  Rhodizonic acid disodium salt, 98%   

  • 523-21-7

  • 25g

  • 1620.0CNY

  • Detail
  • Alfa Aesar

  • (A16126)  Rhodizonic acid disodium salt, 98%   

  • 523-21-7

  • 100g

  • 5843.0CNY

  • Detail
  • Aldrich

  • (R1609)  Sodiumrhodizonatedibasic  97%

  • 523-21-7

  • R1609-5G

  • 407.16CNY

  • Detail

523-21-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Sodium rhodizonate

1.2 Other means of identification

Product number -
Other names Rhodizonic acid sodium salt

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:523-21-7 SDS

523-21-7Synthetic route

ammonia
7664-41-7

ammonia

sodium
7440-23-5

sodium

A

ammonium glycolate
35249-89-9

ammonium glycolate

B

diammonium rhodizonate

diammonium rhodizonate

C

glycolamide
598-42-5

glycolamide

E

sodium rhodizonate dibasic
523-21-7

sodium rhodizonate dibasic

Conditions
ConditionsYield
With carbon monoxide; ammonium chloride In ammonia adding NH4Cl before evapn. of NH3;
rhodizonic acid
118-76-3

rhodizonic acid

sodium hydroxide
1310-73-2

sodium hydroxide

sodium rhodizonate dibasic
523-21-7

sodium rhodizonate dibasic

Conditions
ConditionsYield
In water for 12h;
phosgene
75-44-5

phosgene

sodium rhodizonate dibasic
523-21-7

sodium rhodizonate dibasic

dihydroxyquinone carbonate
122083-10-7

dihydroxyquinone carbonate

Conditions
ConditionsYield
In acetonitrile at 25℃; for 13.5h;85%
ferrous(II) sulfate heptahydrate

ferrous(II) sulfate heptahydrate

sodium rhodizonate dibasic
523-21-7

sodium rhodizonate dibasic

Fe3(C6O6)2(H2O)10

Fe3(C6O6)2(H2O)10

Conditions
ConditionsYield
In water under N2, Fe salt added to aq. soln. of Na salt of rhodizonic acid (molar ratio 1:1), refluxed for 1 h at 50°C; filtered, washed with water and EtOH, air dried at room temp. over P2O5; elem. anal.;84%
manganese(II) chloride tetrahydrate

manganese(II) chloride tetrahydrate

sodium rhodizonate dibasic
523-21-7

sodium rhodizonate dibasic

2,2'-Bipyrimidine
34671-83-5

2,2'-Bipyrimidine

Mn(μ4-C6O6)(μ4-2,2'-bipyrimidine)H2O*2H2O

Mn(μ4-C6O6)(μ4-2,2'-bipyrimidine)H2O*2H2O

Conditions
ConditionsYield
In water soln. of Na2C6O6 added to soln. of MnCl2*4H2O and 2,2'-bipyrimidine (1:1:1 mol) at pH=4.4 at room temp.; crystd. after several d; elem. anal.;34%
cadmium(II) nitrate tetrhydrate

cadmium(II) nitrate tetrhydrate

sodium rhodizonate dibasic
523-21-7

sodium rhodizonate dibasic

2,2'-Bipyrimidine
34671-83-5

2,2'-Bipyrimidine

Cd(μ4-C6O6)(μ4-C4H3N2C4H3N2)H2O*H2O

Cd(μ4-C6O6)(μ4-C4H3N2C4H3N2)H2O*H2O

Conditions
ConditionsYield
In water soln. of Na2C6O6 added to soln. of Cd(NO3)2*4H2O and 2,2'-bipyrimidine (1:1:1 mol) at pH=4.4 at room temp.; crystd. after several d; elem. anal.;23%
iron(III) chloride hexahydrate

iron(III) chloride hexahydrate

sodium rhodizonate dibasic
523-21-7

sodium rhodizonate dibasic

Fe3(C6O6)2(H2O)10

Fe3(C6O6)2(H2O)10

Conditions
ConditionsYield
In water under N2, Fe salt added to aq. soln. of Na salt of rhodizonic acid (molar ratio 1:1), refluxed for 1 h at 50°C;17.5%
sodium rhodizonate dibasic
523-21-7

sodium rhodizonate dibasic

methyl viologen cation radical
26985-31-9

methyl viologen cation radical

Conditions
ConditionsYield
In water Irradiation;
sodium rhodizonate dibasic
523-21-7

sodium rhodizonate dibasic

tetrahydroxy-1,4-quinone
319-89-1

tetrahydroxy-1,4-quinone

Conditions
ConditionsYield
In water Mechanism; Irradiation; pH = 10.9;
sodium rhodizonate dibasic
523-21-7

sodium rhodizonate dibasic

A

croconic acid
488-86-8

croconic acid

B

hexaketocyclohexane
527-31-1

hexaketocyclohexane

Conditions
ConditionsYield
With oxygen In water Rate constant; Quantum yield; Irradiation; various pH;
sodium rhodizonate dibasic
523-21-7

sodium rhodizonate dibasic

dipotassium croconate
23491-17-0

dipotassium croconate

Conditions
ConditionsYield
With oxygen In water
sodium rhodizonate dibasic
523-21-7

sodium rhodizonate dibasic

Croconic acid dianion
15110-70-0

Croconic acid dianion

Conditions
ConditionsYield
In water at 25℃; Irradiation;
sodium rhodizonate dibasic
523-21-7

sodium rhodizonate dibasic

A

Croconic acid dianion
15110-70-0

Croconic acid dianion

B

tetrahydroxy-1,4-benzoquinone(4-)

tetrahydroxy-1,4-benzoquinone(4-)

Conditions
ConditionsYield
In water at 24.9 - 39.9℃; Kinetics; pH 11;
sodium rhodizonate dibasic
523-21-7

sodium rhodizonate dibasic

A

Croconic acid dianion
15110-70-0

Croconic acid dianion

B

6,7-dihydroxy-6-cycloheptene-1,2,3,4,5-pentaone(2-)

6,7-dihydroxy-6-cycloheptene-1,2,3,4,5-pentaone(2-)

Conditions
ConditionsYield
In water at 24.9℃; Quantum yield; Mechanism; Irradiation;
sodium rhodizonate dibasic
523-21-7

sodium rhodizonate dibasic

barium croconate

barium croconate

Conditions
ConditionsYield
Stage #1: sodium rhodizonate dibasic With manganese(IV) oxide; potassium carbonate In water for 1h; Heating / reflux;
Stage #2: With hydrogenchloride In water pH=6 - 7;
Stage #3: With barium(II) chloride In water
cadmium(II)

cadmium(II)

sodium rhodizonate dibasic
523-21-7

sodium rhodizonate dibasic

cadmium(II) hydroxide

cadmium(II) hydroxide

Conditions
ConditionsYield
With alkali In not given
With alkali In not given
sodium metavanadate

sodium metavanadate

arsenic(III) trioxide

arsenic(III) trioxide

sodium rhodizonate dibasic
523-21-7

sodium rhodizonate dibasic

K7Na{As4(V)V7(V)V5(IV)O43H3}*7H2O

K7Na{As4(V)V7(V)V5(IV)O43H3}*7H2O

Conditions
ConditionsYield
With KSCN; H2SO4 In water dissolved NaVO3 and As2O3 in H2O; heated to 80°C; treated with Na2C6O6 and after 10 min with KSCN; added dropwise H2SO4 (pH=4.4); heated to 80°C for 16 h; cooled down to room temp.; stored at ambient temp. for 36 h; filtered; evapd. at room temp.; elem. anal.;
{Cu(C15H11N3)}(2+)*2NO3(1-)*H2O={Cu(C15H11N3)}(NO3)2*H2O

{Cu(C15H11N3)}(2+)*2NO3(1-)*H2O={Cu(C15H11N3)}(NO3)2*H2O

sodium rhodizonate dibasic
523-21-7

sodium rhodizonate dibasic

{Cu(C5H3N(C5H4N)2)(C5O5)}*{Cu(C5H3N(C5H4N)2)(C5O5)(H2O)}*4H2O={Cu(C5H3N(C5H4N)2)(C5O5)Cu(C5H3N(C5H4N)2)(C5O5)(H2O)}*4H2O

{Cu(C5H3N(C5H4N)2)(C5O5)}*{Cu(C5H3N(C5H4N)2)(C5O5)(H2O)}*4H2O={Cu(C5H3N(C5H4N)2)(C5O5)Cu(C5H3N(C5H4N)2)(C5O5)(H2O)}*4H2O

Conditions
ConditionsYield
In water; acetonitrile aq. soln. of rhodizonate added to soln. of complex in CH3CN; slow evapn. in the dark, recrystd. (H2O); low yield;
silver nitrate

silver nitrate

sodium rhodizonate dibasic
523-21-7

sodium rhodizonate dibasic

silver rhodizonate

silver rhodizonate

Conditions
ConditionsYield
In water
sodium rhodizonate dibasic
523-21-7

sodium rhodizonate dibasic

sodium tetrahydroxyquinone

sodium tetrahydroxyquinone

Conditions
ConditionsYield
at 400℃; for 2h; Inert atmosphere;
Stage #1: sodium rhodizonate dibasic for 0.5h; Inert atmosphere; Milling;
Stage #2: With naphthalene; sodium In tetrahydrofuran at 80℃; for 3h; Inert atmosphere;
sodium rhodizonate dibasic
523-21-7

sodium rhodizonate dibasic

Na salt of hexahydroxybenzene

Na salt of hexahydroxybenzene

Conditions
ConditionsYield
Stage #1: sodium rhodizonate dibasic for 0.5h; Inert atmosphere; Milling;
Stage #2: With naphthalene; sodium In tetrahydrofuran at 80℃; for 3h; Inert atmosphere;
sodium rhodizonate dibasic
523-21-7

sodium rhodizonate dibasic

disodium rhodizonate

disodium rhodizonate

Conditions
ConditionsYield
Stage #1: sodium rhodizonate dibasic for 1h; Milling;
Stage #2: In ethanol; water Sonication;
water
7732-18-5

water

4-pyridylboronic acid
1692-15-5

4-pyridylboronic acid

sodium rhodizonate dibasic
523-21-7

sodium rhodizonate dibasic

C16H14B2N2O12*4H2O

C16H14B2N2O12*4H2O

Conditions
ConditionsYield
at 100℃;
cadmium nitrate hydrate

cadmium nitrate hydrate

water
7732-18-5

water

sodium rhodizonate dibasic
523-21-7

sodium rhodizonate dibasic

C5O5(2-)*3H2O*Cd(2+)

C5O5(2-)*3H2O*Cd(2+)

Conditions
ConditionsYield
In methanol
sodium rhodizonate dibasic
523-21-7

sodium rhodizonate dibasic

2-bromodiquinoxalino[2,3-a:2',3'-c]phenazine

2-bromodiquinoxalino[2,3-a:2',3'-c]phenazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: acetic acid / water / 6 h / Schlenk technique; Inert atmosphere; Reflux
1.2: 0.5 h / 80 °C / Schlenk technique; Inert atmosphere
2.1: ethanol / 8 h / Schlenk technique; Inert atmosphere; Reflux
View Scheme
sodium rhodizonate dibasic
523-21-7

sodium rhodizonate dibasic

4-(diquinoxalino [2,3-a:2',3'-c]phenazin--yl)-N,N-diphenylaniline

4-(diquinoxalino [2,3-a:2',3'-c]phenazin--yl)-N,N-diphenylaniline

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: acetic acid / water / 6 h / Schlenk technique; Inert atmosphere; Reflux
1.2: 0.5 h / 80 °C / Schlenk technique; Inert atmosphere
2.1: ethanol / 8 h / Schlenk technique; Inert atmosphere; Reflux
3.1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate; tetrabutylammomium bromide / toluene; water / 8 h / 100 °C / Schlenk technique; Inert atmosphere
View Scheme
sodium rhodizonate dibasic
523-21-7

sodium rhodizonate dibasic

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

quinoxalino[2,3-a]phenazine-6,7-diol
25174-63-4

quinoxalino[2,3-a]phenazine-6,7-diol

Conditions
ConditionsYield
Stage #1: sodium rhodizonate dibasic; 1,2-diamino-benzene With acetic acid In water for 6h; Schlenk technique; Inert atmosphere; Reflux;
Stage #2: With nitric acid at 80℃; for 0.5h; Schlenk technique; Inert atmosphere;

523-21-7Relevant articles and documents

Oxocarbon Salts for Fast Rechargeable Batteries

Zhao, Qing,Wang, Jianbin,Lu, Yong,Li, Yixin,Liang, Guangxin,Chen, Jun

supporting information, p. 12528 - 12532 (2016/10/13)

Oxocarbon salts (M2(CO)n) prepared through one-pot proton exchange reactions with different metal ions (M=Li, Na, K) and frameworks (n=4, 5, 6) have been rationally designed and used as electrodes in rechargeable Li, Na, and K-ion batteries. The results show that M2(CO)5/M2(CO)6salts can insert two or four metal ions reversibly, while M2(CO)4shows less electrochemical activity. Especially, we discover that the K2C6O6electrode enables ultrafast potassium-ion insertion/extraction with 212 mA h g?1at 0.2 C and 164 mA h g?1at 10 C. This behavior can be ascribed to the natural semiconductor property of K2C6O6with a narrow band gap close to 0.9 eV, the high ionic conductivity of the K-ion electrolyte, and the facilitated K-ion diffusion process. Moreover, a first example of a K-ion battery with a rocking-chair reaction mechanism of K2C6O6as cathode and K4C6O6as anode is introduced, displaying an operation voltage of 1.1 V and an energy density of 35 Wh kg?1. This work provides an interesting strategy for constructing rapid K-ion batteries with renewable and abundant potassium materials.

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