Product Name

  • Name

    CROCONIC ACID, DISODIUM SALT

  • EINECS
  • CAS No. 14379-00-1
  • Article Data4
  • CAS DataBase
  • Density g/cm3
  • Solubility
  • Melting Point >300 °C(lit.)
  • Formula C5H2 O5 . 2 Na
  • Boiling Point °Cat760mmHg
  • Molecular Weight 186.032
  • Flash Point °C
  • Transport Information
  • Appearance
  • Safety
    Safety Statements 22-24/25
    WGK Germany 3
  • Risk Codes
  • Molecular Structure Molecular Structure of 14379-00-1 (CROCONIC ACID, DISODIUM SALT)
  • Hazard Symbols
  • Synonyms 4-Cyclopentene-1,2,3-trione,4,5-dihydroxy-, disodium salt (8CI,9CI); Croconic acid, disodium deriv. (6CI);Sodium, [(3,4,5-trioxo-1-cyclopenten-1,2-ylene)dioxy]di- (7CI); Croconic aciddisodium salt; Disodium croconate; Sodium croconate
  • PSA 97.33000
  • LogP -1.22010

Synthetic route

rhodizonic acid
118-76-3

rhodizonic acid

croconic acid disodium salt
14379-00-1

croconic acid disodium salt

Conditions
ConditionsYield
With sodium hydroxide
croconic acid
488-86-8

croconic acid

sodium hydroxide
1310-73-2

sodium hydroxide

croconic acid disodium salt
14379-00-1

croconic acid disodium salt

Conditions
ConditionsYield
In water for 12h;
croconic acid
488-86-8

croconic acid

croconic acid disodium salt
14379-00-1

croconic acid disodium salt

Conditions
ConditionsYield
With sodium hydroxide In water
1,8-bis(trans-Pt(PEt3)2NO3)anthracene
313674-46-3

1,8-bis(trans-Pt(PEt3)2NO3)anthracene

croconic acid disodium salt
14379-00-1

croconic acid disodium salt

water
7732-18-5

water

cyclobis[(1,8-bis[trans-Pt(PEt3)2]anthracene)(μ-1,2-C5O5)]*2H2O

cyclobis[(1,8-bis[trans-Pt(PEt3)2]anthracene)(μ-1,2-C5O5)]*2H2O

Conditions
ConditionsYield
In water; acetone to an acetone soln. of Pt-complex an aq. soln. of disodium salt of acid was added drop by drop with continuous stirring (15 min); ppt. was filtered, washed with acetone and water; elem. anal.;97.8%
3,6-bis[trans-Pt(PEt3)2(NO3)2]phenanthrene
531500-32-0

3,6-bis[trans-Pt(PEt3)2(NO3)2]phenanthrene

croconic acid disodium salt
14379-00-1

croconic acid disodium salt

acetone
67-64-1

acetone

cyclobis[(2,9-bis[trans-Pt(PEt3)2]phenanthrene)(μ-1,3-C5O5)]*4CH3COCH3

cyclobis[(2,9-bis[trans-Pt(PEt3)2]phenanthrene)(μ-1,3-C5O5)]*4CH3COCH3

Conditions
ConditionsYield
In water; acetone an aq. soln. of disodium salt of acid was added to an acetone-soln. of complex (1:1 stoichiometric ratio) at room temp.; elem. anal.;90.1%
copper(II) perchlorate hexahydrate

copper(II) perchlorate hexahydrate

croconic acid disodium salt
14379-00-1

croconic acid disodium salt

water
7732-18-5

water

bis[(2-pyridyl)methyl]amine
1539-42-0

bis[(2-pyridyl)methyl]amine

[dicopper(II)(bis(2-pyridylmethyl)amine)2(μ1,1,2,3-croconate)(H2O)]2(perchlorate)4*2H2O

[dicopper(II)(bis(2-pyridylmethyl)amine)2(μ1,1,2,3-croconate)(H2O)]2(perchlorate)4*2H2O

Conditions
ConditionsYield
In water Na2C5O5 added to hot soln. of Cu salt and C12H12N3 (in equimolar amts.) in H2O, heated for 15 min on a steam-bath; filtered (celite), crystd. at room temp. for 1 wk, filtered off, washed (propan-2-ol, ether), dried in air; elem. anal.;89%
copper(II) perchlorate hexahydrate

copper(II) perchlorate hexahydrate

croconic acid disodium salt
14379-00-1

croconic acid disodium salt

tris[2-(1-pyrazolyl)ethyl]amine
80049-12-3

tris[2-(1-pyrazolyl)ethyl]amine

[dicopper(II)(tris[2-ethyl(1-pyrazolyl)]amine)2(μ-4,5-dihydroxycyclopent-4-ene-1,2,3-trionate(-2H))](perchlorate)2

[dicopper(II)(tris[2-ethyl(1-pyrazolyl)]amine)2(μ-4,5-dihydroxycyclopent-4-ene-1,2,3-trionate(-2H))](perchlorate)2

Conditions
ConditionsYield
In methanol; water Na2(C5O5) (0.25 mmol) aq. soln. added dropwise to soln. of CuClO4*6H2O (0.50 mmol) and tepza (0.50 mmol) (H2O/MeOH 1:1), heated on steam-bath for 10 min; filtered, crystd. at room temp. over 1 d, ppt. filtered off, washed with2-propanol and ether, air dried; elem. anal.;88%
tetrakis(thiourea)platinum(II) dichloride

tetrakis(thiourea)platinum(II) dichloride

croconic acid disodium salt
14379-00-1

croconic acid disodium salt

water
7732-18-5

water

tetrakis(thiourea)platinum(II) crotonate - water (1/2.5)

tetrakis(thiourea)platinum(II) crotonate - water (1/2.5)

Conditions
ConditionsYield
In water Pt complex in H2O mixed with Na2C5O5 in H2O; crystd. at room temp. for 4 d, elem. anal.;78.2%
4,4'-bipyridine
553-26-4

4,4'-bipyridine

cadmium(II) nitrate tetrhydrate

cadmium(II) nitrate tetrhydrate

croconic acid disodium salt
14379-00-1

croconic acid disodium salt

([Cd2(croconate)2(4,4'-bipyridine)(H2O)]*(H2O)).infin.

([Cd2(croconate)2(4,4'-bipyridine)(H2O)]*(H2O)).infin.

Conditions
ConditionsYield
In water High Pressure; react. Cd(NO3)2*4H2O, Na2C5O5, 4,4'-bpy, and water (2:2:2:1:3333) at 180°C for 3 days;78%
In water High Pressure; react. Cd(NO3)2*4H2O, Na2C5O5, 4,4'-bpy, and water (2:2:1:3333) at 180°C for 3 days;75%
In water High Pressure; react. Cd(NO3)2*4H2O, Na2C5O5, 4,4'-bpy, and water (1:1:1:3333) at 180°C for 3 days; elem. anal.;36.29%
copper(II) perchlorate hexahydrate

copper(II) perchlorate hexahydrate

3,3'-Diamino-N-methyldipropylamine
105-83-9

3,3'-Diamino-N-methyldipropylamine

croconic acid disodium salt
14379-00-1

croconic acid disodium salt

[Cu2(Medpt)2(C5O5)](ClO4)2*H2O

[Cu2(Medpt)2(C5O5)](ClO4)2*H2O

Conditions
ConditionsYield
With water Heating;77%
cobalt(II) nitrate hexahydrate

cobalt(II) nitrate hexahydrate

bis(4-pyridyl) disulfide
2645-22-9

bis(4-pyridyl) disulfide

croconic acid disodium salt
14379-00-1

croconic acid disodium salt

water
7732-18-5

water

([Co2(4,4'-bipyridyl disulfide)2(croconate)2(H2O)4]*(H2O)3)n

([Co2(4,4'-bipyridyl disulfide)2(croconate)2(H2O)4]*(H2O)3)n

Conditions
ConditionsYield
In methanol; water CH3OH soln. of Co(NO3)2*6H2O added to CH3OH soln. 4,4'-bipyridyl disulfide dropwise with constant stirring; aq. soln. of Na2-croconate added; stirred for 30 min; filtered; filtrate kept in CaCl2 desiccator after a few days; elem. anal.;75%
croconic acid disodium salt
14379-00-1

croconic acid disodium salt

silver nitrate

silver nitrate

[AgNa(croconate)(H2O)2](n)

[AgNa(croconate)(H2O)2](n)

Conditions
ConditionsYield
In water Na2C5O5 dissolved in H2O added dropwise to aq. soln. of AgNO3 at room temp.; mixt. stirred for 30 min; filtered; filtrate allowed to crystallize slowly in CaCl2 dessicator; elem. anal.;72%
1,2-bis(4'-pyridyl)ethane
4916-57-8

1,2-bis(4'-pyridyl)ethane

croconic acid disodium salt
14379-00-1

croconic acid disodium salt

iron(II) bromide

iron(II) bromide

[Fe(μ3-croconate)0.5(μ4-croconate)0.5(anti-1,2-bis(4-pyridyl)ethane)0.5(gauche-1,2-bis(4-pyridyl)ethane)0.5]
681180-54-1

[Fe(μ3-croconate)0.5(μ4-croconate)0.5(anti-1,2-bis(4-pyridyl)ethane)0.5(gauche-1,2-bis(4-pyridyl)ethane)0.5]

Conditions
ConditionsYield
In water aq. soln. sodium croconate was added to aq. soln. FeBr2 and 1,2-bis(4-pyridyl)ethane (1:1:1) at room temp.; elem. anal.;70%
In water FeCl2:Na2C5O5:(CH2(C5H4N))2 molar ratio = 1:1:1; slowly evapd. (several d);
4,4'-bipyridine
553-26-4

4,4'-bipyridine

cobalt(II) nitrate hexahydrate

cobalt(II) nitrate hexahydrate

croconic acid disodium salt
14379-00-1

croconic acid disodium salt

water
7732-18-5

water

([Co(4,4'-bipyridyl)(H2O)4]*croconate*(H2O)2)n

([Co(4,4'-bipyridyl)(H2O)4]*croconate*(H2O)2)n

Conditions
ConditionsYield
In methanol; water slow diffusion of CH3OH soln. of 4,4'-bipyridyl and aq. Na2-croconate over aq. Co(NO3)2*6H2O; elem. anal.;70%
4,4'-bipyridine
553-26-4

4,4'-bipyridine

Ammonium iron sulfate

Ammonium iron sulfate

croconic acid disodium salt
14379-00-1

croconic acid disodium salt

water
7732-18-5

water

([Fe(4,4'-bipyridyl)(H2O)4]*croconate*(H2O)2)n

([Fe(4,4'-bipyridyl)(H2O)4]*croconate*(H2O)2)n

Conditions
ConditionsYield
In methanol; water CH3OH soln. of 4,4'-bipyridyl gently poured into aq. soln. of Na2-croconate; Fe-compound in water added to soln. dropwise with constant stirring; complex sepd. out; elem. anal.;70%
1,2-bis(4'-pyridyl)ethane
4916-57-8

1,2-bis(4'-pyridyl)ethane

manganese(II) chloride tetrahydrate

manganese(II) chloride tetrahydrate

croconic acid disodium salt
14379-00-1

croconic acid disodium salt

[Mn(μ3-croconate)0.5(μ4-croconate)0.5(anti-1,2-bis(4-pyridyl)ethane)0.5(gauche-1,2-bis(4-pyridyl)ethane)0.5]
681180-53-0

[Mn(μ3-croconate)0.5(μ4-croconate)0.5(anti-1,2-bis(4-pyridyl)ethane)0.5(gauche-1,2-bis(4-pyridyl)ethane)0.5]

Conditions
ConditionsYield
In water aq. soln. sodium croconate was added to aq. soln. MnCl2*4H2O and 1,2-bis(4-pyridyl)ethane (1:1:1) at room temp.; elem. anal.;68%
In water MnCl2*4H2O:Na2C5O5:(CH2(C5H4N))2 molar ratio = 1:1:1; slowly evapd. (several d);
copper(II) choride dihydrate

copper(II) choride dihydrate

croconic acid disodium salt
14379-00-1

croconic acid disodium salt

bis[2-(3,5-dimethyl-1H-pyrazol-1-yl)ethyl]amine
85650-01-7

bis[2-(3,5-dimethyl-1H-pyrazol-1-yl)ethyl]amine

[Cu(bis(2-(3,5-dimethylpyrazol-1-yl)ethyl)amine)(μ2-C5O5)]*4H2O

[Cu(bis(2-(3,5-dimethylpyrazol-1-yl)ethyl)amine)(μ2-C5O5)]*4H2O

Conditions
ConditionsYield
With water In methanol for 0.25h; Heating;67%
copper(II) perchlorate hexahydrate

copper(II) perchlorate hexahydrate

N-(2-Aminoethyl)-1,3-propanediamine
13531-52-7

N-(2-Aminoethyl)-1,3-propanediamine

croconic acid disodium salt
14379-00-1

croconic acid disodium salt

[Cu3(N-(2-aminoethyl)-1,3-propanediamine)3(μ2-C5O5)(μ3-C5O5)(H2O)](ClO4)2*1.6H2O

[Cu3(N-(2-aminoethyl)-1,3-propanediamine)3(μ2-C5O5)(μ3-C5O5)(H2O)](ClO4)2*1.6H2O

Conditions
ConditionsYield
With water for 0.25h; Heating;65%
tetrakis(thiourea)platinum(II) dichloride

tetrakis(thiourea)platinum(II) dichloride

croconic acid disodium salt
14379-00-1

croconic acid disodium salt

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

tetrakis(thiourea)platinum(II) crotonate - dimethylsulfoxide (1/4)

tetrakis(thiourea)platinum(II) crotonate - dimethylsulfoxide (1/4)

Conditions
ConditionsYield
In water; dimethyl sulfoxide Pt complex in DMSO mixed with Na2C5O5 in H2O; crystd.(slow diffusion of CH3CN), elem. anal.;63.3%
N-propanamide-N,N-bis-(2-pyridylmethyl)amine
195606-52-1

N-propanamide-N,N-bis-(2-pyridylmethyl)amine

copper(II) perchlorate hexahydrate

copper(II) perchlorate hexahydrate

croconic acid disodium salt
14379-00-1

croconic acid disodium salt

[Cu2(N-propionamide-N,N-bis(2-pyridylmethyl)amine)2(μ2-C5O5)](ClO4)2*2H2O

[Cu2(N-propionamide-N,N-bis(2-pyridylmethyl)amine)2(μ2-C5O5)](ClO4)2*2H2O

Conditions
ConditionsYield
With water Heating;62%
1,2-bis(4'-pyridyl)ethane
4916-57-8

1,2-bis(4'-pyridyl)ethane

croconic acid disodium salt
14379-00-1

croconic acid disodium salt

cobalt(II) chloride
7646-79-9

cobalt(II) chloride

[Co(crotonate)(1,2-bis(4-pyridyl)ethane)]
959698-29-4

[Co(crotonate)(1,2-bis(4-pyridyl)ethane)]

Conditions
ConditionsYield
In water soln. of Na2C5O5 (0.1 mmol) added to soln. of CoCl2 (0.1 mmol) and (CH2(C5H4N))2 (0.1 mmol) (room temp., pH 7.97); kept (several d); elem. anal.;43%
1,2-bis(4'-pyridyl)ethane
4916-57-8

1,2-bis(4'-pyridyl)ethane

cadmium(II) nitrate tetrhydrate

cadmium(II) nitrate tetrhydrate

croconic acid disodium salt
14379-00-1

croconic acid disodium salt

[Cd(μ3-croconate)0.5(μ4-croconate)0.5(anti-1,2-bis(4-pyridyl)ethane)0.5(gauche-1,2-bis(4-pyridyl)ethane)0.5]
681180-55-2

[Cd(μ3-croconate)0.5(μ4-croconate)0.5(anti-1,2-bis(4-pyridyl)ethane)0.5(gauche-1,2-bis(4-pyridyl)ethane)0.5]

Conditions
ConditionsYield
In water High Pressure; aq. soln. sodium croconate was added to aq. soln. Cd(NO3)2*4H2O and 1,2-bis(4-pyridyl)ethane (1:1:1) and heated at 180°C for 3 days; react. mixt. was cooled, crystals were washed with water; elem. anal.;36%
In water High Pressure; Cd(NO3)2*4H2O:Na2C5O5:(CH2(C5H4N))2 molar ratio = 1:1:1; hydrothermal treatment (180°C, 3 d); slowly evapd. (several d);
samarium(III) nitrate hexahydrate

samarium(III) nitrate hexahydrate

[Cu(II)(ethylenediamine)2]Cl2

[Cu(II)(ethylenediamine)2]Cl2

croconic acid disodium salt
14379-00-1

croconic acid disodium salt

[Cu(ethylenediamine)2][Sm2(oxalate)3(croconate)(H2O)2]·8H2O

[Cu(ethylenediamine)2][Sm2(oxalate)3(croconate)(H2O)2]·8H2O

Conditions
ConditionsYield
With water17%
copper(II) choride dihydrate

copper(II) choride dihydrate

croconic acid disodium salt
14379-00-1

croconic acid disodium salt

Na2[Cu(II)(croconate)2(H2O)2]*4H2O

Na2[Cu(II)(croconate)2(H2O)2]*4H2O

B

copper(II) croconate trihydrate

copper(II) croconate trihydrate

Conditions
ConditionsYield
In water mixing at room temp.; slow evapn. of soln. for two weeks; elem. anal.;A 12.62%
B n/a
croconic acid disodium salt
14379-00-1

croconic acid disodium salt

water
7732-18-5

water

nickel dichloride

nickel dichloride

Na2[Ni(II)(croconate)2(H2O)2]*4H2O

Na2[Ni(II)(croconate)2(H2O)2]*4H2O

Conditions
ConditionsYield
In water mixing at room temp.; slow evapn. of soln. for two weeks; elem. anal.;2.94%
croconic acid disodium salt
14379-00-1

croconic acid disodium salt

Conditions
ConditionsYield
With oxygen In sodium hydroxide Irradiation;100 % Spectr.
With oxygen In sodium hydroxide Kinetics; Quantum yield; Rate constant; Irradiation; influence of pH, electron acceptors and radical traps; mechanism;100 % Spectr.
croconic acid disodium salt
14379-00-1

croconic acid disodium salt

malononitrile
109-77-3

malononitrile

C11N4O3(2-)*2Na(1+)

C11N4O3(2-)*2Na(1+)

Conditions
ConditionsYield
In water at 70℃; for 2h;
cadmium(II) nitrate tetrhydrate

cadmium(II) nitrate tetrhydrate

croconic acid disodium salt
14379-00-1

croconic acid disodium salt

cadmium croconate dihydrate

cadmium croconate dihydrate

Conditions
ConditionsYield
In water Na2C5O5 dissolved in H2O added to aq. soln. of Cd(NO3)2*4H2O with continuos stirring; solid filtered off; washed (H2O);
croconic acid disodium salt
14379-00-1

croconic acid disodium salt

[Cd(croconate)(NH3)2](n)
524919-12-8

[Cd(croconate)(NH3)2](n)

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: water
2: water
View Scheme
gadolinium nitrate hydrate

gadolinium nitrate hydrate

croconic acid disodium salt
14379-00-1

croconic acid disodium salt

water
7732-18-5

water

[GdNa(croconate)2(H2O)7]n

[GdNa(croconate)2(H2O)7]n

Conditions
ConditionsYield
In water for 4 - 5h;
neodymium(III) chloride hydrate

neodymium(III) chloride hydrate

croconic acid disodium salt
14379-00-1

croconic acid disodium salt

water
7732-18-5

water

[GdNa(croconate)2(H2O)7]n

[GdNa(croconate)2(H2O)7]n

Conditions
ConditionsYield
In water for 4 - 5h;
dysprosium(III) chloride hydrate

dysprosium(III) chloride hydrate

croconic acid disodium salt
14379-00-1

croconic acid disodium salt

water
7732-18-5

water

[GdNa(croconate)2(H2O)7]n

[GdNa(croconate)2(H2O)7]n

Conditions
ConditionsYield
In water for 4 - 5h;

Croconic acid disodium salt Chemical Properties

Molecular Structure of Croconic acid disodium salt (CAS NO.14379-00-1):

Systematic Name: (3,4,5-Trioxo-2-sodiooxy-1-cyclopentenyl)oxysodium 
Molecular Formula: C5Na2O5 
Molecular Weight: 186.03
CAS Registry Number: 14379-00-1 
H bond acceptors: 5
H bond donors: 0
Freely Rotating Bonds: 4 
Nominal Mass: 186
Average Mass: 186.03
Monoisotopic Mass: 185.954113
Melting Point: >300 °C(lit.)
SMILES: [Na]O\C1=C(/O[Na])C(=O)C(=O)C1=O
InChI: InChI=1/C5H2O5.2Na/c6-1-2(7)4(9)5(10)3(1)8;;/h6-7H;;/q;2*+1/p-2
InChIKey: OQXLFPHHAAAVKQ-NUQVWONBAW

Croconic acid disodium salt Safety Profile

Safety Information of Croconic acid disodium salt (CAS NO.14379-00-1):
Safety Statements: 22-24/25 
S22:Do not breathe dust. 
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3

Croconic acid disodium salt Specification

 Croconic acid disodium salt (CAS NO.14379-00-1), its Synonyms are 4-Cyclopentene-1,2,3-trione,4,5-dihydroxy-, sodium salt (1:2) ; 4-Cyclopentene-1,2,3-trione,4,5-dihydroxy-, disodium salt (8CI,9CI) ; Croconic acid, disodium deriv. (6CI) ; Sodium, [(3,4,5-trioxo-1-cyclopenten-1,2-ylene)dioxy]di- (7CI) ; Disodium croconate ; Sodium croconate .

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