• Name

  Sodium rhodizonate

• EINECS 208-340-3
• CAS No. 523-21-7
• Article Data3
• CAS DataBase
• Density
• Solubility Soluble in water (clear, orange-red solution); slightly soluble in soda solution; insoluble in alcohol
• Melting Point 300 °C
• Formula C₆Na₂O₆
• Boiling Point 346.7 °C at 760 mmHg
• Molecular Weight 214.042
• Flash Point 177.7 °C
• Transport Information
• Appearance Dark green powder
• Safety 24/25
• Risk Codes
• Molecular Structure
• Hazard Symbols
• Synonyms 5-Cyclohexene-1,2,3,4-tetrone,5,6-dihydroxy-, disodium salt (8CI,9CI);Rhodizonic acid, disodium deriv.(6CI);Sodium, [(3,4,5,6-tetraoxo-1-cyclohexen-1,2-ylene)dioxy]di- (7CI);Disodium rhodizonate;Sodium,[(3,4,5,6-tetraoxo-1-cyclohexene-1,2-diyl)bis(oxy)]di-;
• PSA 114.40000
• LogP -1.65100

Synthetic route

7664-41-7

ammonia

7440-23-5

sodium

A

35249-89-9

ammonium glycolate

B

diammonium rhodizonate

C

598-42-5

glycolamide

D

25289-18-3, 105938-46-3, 2836-32-0

sodium glycolate

E

523-21-7

sodium rhodizonate dibasic

Conditions

Conditions	Yield
With carbon monoxide; ammonium chloride In ammonia adding NH4Cl before evapn. of NH3;

...Expand

118-76-3

rhodizonic acid

1310-73-2

sodium hydroxide

523-21-7

sodium rhodizonate dibasic

Conditions

Conditions	Yield
In water for 12h;

75-44-5

phosgene

523-21-7

sodium rhodizonate dibasic

122083-10-7

dihydroxyquinone carbonate

Conditions

Conditions	Yield
In acetonitrile at 25℃; for 13.5h;	85%

ferrous(II) sulfate heptahydrate

523-21-7

sodium rhodizonate dibasic

Fe3(C6O6)2(H2O)10

Conditions

Conditions	Yield
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

523-21-7

sodium rhodizonate dibasic

34671-83-5

2,2'-Bipyrimidine

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

Conditions

Conditions	Yield
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%

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cadmium(II) nitrate tetrhydrate

523-21-7

sodium rhodizonate dibasic

34671-83-5

2,2'-Bipyrimidine

Cd(μ4-C6O6)(μ4-C4H3N2C4H3N2)H2O*H2O

Conditions

Conditions	Yield
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%

...Expand

iron(III) chloride hexahydrate

523-21-7

sodium rhodizonate dibasic

Fe3(C6O6)2(H2O)10

Conditions

Conditions	Yield
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%

4685-14-7, 25128-26-1

Paraquat

523-21-7

sodium rhodizonate dibasic

26985-31-9

methyl viologen cation radical

Conditions

Conditions	Yield
In water Irradiation;

523-21-7

sodium rhodizonate dibasic

319-89-1

tetrahydroxy-1,4-quinone

Conditions

Conditions	Yield
In water Mechanism; Irradiation; pH = 10.9;

523-21-7

sodium rhodizonate dibasic

A

488-86-8

croconic acid

B

527-31-1

hexaketocyclohexane

Conditions

Conditions	Yield
With oxygen In water Rate constant; Quantum yield; Irradiation; various pH;

523-21-7

sodium rhodizonate dibasic

23491-17-0

dipotassium croconate

Conditions

Conditions	Yield
With oxygen In water

523-21-7

sodium rhodizonate dibasic

15110-70-0

Croconic acid dianion

Conditions

Conditions	Yield
In water at 25℃; Irradiation;

523-21-7

sodium rhodizonate dibasic

A

15110-70-0

Croconic acid dianion

B

tetrahydroxy-1,4-benzoquinone(4-)

Conditions

Conditions	Yield
In water at 24.9 - 39.9℃; Kinetics; pH 11;

523-21-7

sodium rhodizonate dibasic

A

15110-70-0

Croconic acid dianion

B

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

Conditions

Conditions	Yield
In water at 24.9℃; Quantum yield; Mechanism; Irradiation;

523-21-7

sodium rhodizonate dibasic

barium croconate

Conditions

Conditions	Yield
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)

523-21-7

sodium rhodizonate dibasic

cadmium(II) hydroxide

Conditions

Conditions	Yield
With alkali In not given
With alkali In not given

sodium metavanadate

arsenic(III) trioxide

523-21-7

sodium rhodizonate dibasic

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

Conditions

Conditions	Yield
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.;

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

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

Conditions

Conditions	Yield
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

523-21-7

sodium rhodizonate dibasic

silver rhodizonate

Conditions

Conditions	Yield
In water

523-21-7

sodium rhodizonate dibasic

sodium tetrahydroxyquinone

Conditions

Conditions	Yield
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;

523-21-7

sodium rhodizonate dibasic

Na salt of hexahydroxybenzene

Conditions

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

523-21-7

sodium rhodizonate dibasic

disodium rhodizonate

Conditions

Conditions	Yield
Stage #1: sodium rhodizonate dibasic for 1h; Milling; Stage #2: In ethanol; water Sonication;

7732-18-5

water

1692-15-5

4-pyridylboronic acid

523-21-7

sodium rhodizonate dibasic

C16H14B2N2O12*4H2O

Conditions

Conditions	Yield
at 100℃;

...Expand

cadmium nitrate hydrate

7732-18-5

water

523-21-7

sodium rhodizonate dibasic

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

Conditions

Conditions	Yield
In methanol

...Expand

523-21-7

sodium rhodizonate dibasic

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

Conditions

Conditions	Yield
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

523-21-7

sodium rhodizonate dibasic

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

Conditions

Conditions

Yield

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

523-21-7

sodium rhodizonate dibasic

95-54-5

1,2-diamino-benzene

25174-63-4

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

Conditions

Conditions	Yield
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;

Sodium rhodizonate Specification