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Croconic acid

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Name

Croconic acid

EINECS N/A
CAS No. 488-86-8 Density 2.311 g/cm3
PSA 91.67000 LogP -0.96510
Solubility soluble in water and ethanol Melting Point >300 °C(lit.)
Formula C5H2O5 Boiling Point 291.7 °C at 760 mmHg
Molecular Weight 142.068 Flash Point 144.4 °C
Transport Information N/A Appearance gold-coloured powder
Safety 37/39-26 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 488-86-8 (CROCONIC ACID) Hazard Symbols IrritantXi
Synonyms

Croconicacid (6CI);4,5-Dihydroxy-4-cyclopentene-1,2,3-trione;

 

Croconic acid Synthetic route

930-60-9

maleic anhydride

488-86-8

croconic acid

Conditions
ConditionsYield
Stage #1: maleic anhydride With sodium hydroxide; bromine In water at 0 - 20℃; for 1.66667h;
Stage #2: With hydrogenchloride In water at 0℃; Product distribution / selectivity;
88%
Stage #1: maleic anhydride With water; chlorine; potassium carbonate at 0 - 50℃; for 6h;
Stage #2: With hydrogenchloride at 10℃; Product distribution / selectivity;
66%
142-29-0

cyclopentene

488-86-8

croconic acid

Conditions
ConditionsYield
Stage #1: cyclopentene With potassium hydroxide; bromine In water; benzene at 0 - 60℃; for 5h;
Stage #2: With hydrogenchloride In water; benzene at 5℃; Product distribution / selectivity;
83%
15849-14-6

ccyclopentane-1,2,4-trione

488-86-8

croconic acid

Conditions
ConditionsYield
Stage #1: ccyclopentane-1,2,4-trione With 1,3-dichloro-5,5-dimethylhydantoin In 1,2-dichloro-ethane at 0℃; for 2h;
Stage #2: With sodium hydroxide In water; 1,2-dichloro-ethane at 0 - 50℃; for 4.5h;
Stage #3: With hydrogenchloride In water; 1,2-dichloro-ethane at 0℃; Product distribution / selectivity;
63%
87-89-8

D-myo-inositol

488-86-8

croconic acid

Conditions
ConditionsYield
With nitric acid
523-21-7

sodium rhodizonate dibasic

A

488-86-8

croconic acid

B

527-31-1

hexaketocyclohexane

Conditions
ConditionsYield
With oxygen In water Rate constant; Quantum yield; Irradiation; various pH;
319-89-1

tetrahydroxy-1,4-quinone

488-86-8

croconic acid

Conditions
ConditionsYield
With manganese(IV) oxide; potassium carbonate
118-76-3

rhodizonic acid

alkali carbonate

alkali carbonate

488-86-8

croconic acid

Conditions
ConditionsYield
Abdampfen an der Luft;
118-76-3

rhodizonic acid

alkali

alkali

488-86-8

croconic acid

Conditions
ConditionsYield
Abdampfen an der Luft;
dipotassium-salt of/the/ rhodizonic acid

dipotassium-salt of/the/ rhodizonic acid

488-86-8

croconic acid

Conditions
ConditionsYield
With air; water at 80℃;
disodium-salt of tetrahydroxy-benzoquinone-(1.4)

disodium-salt of tetrahydroxy-benzoquinone-(1.4)

488-86-8

croconic acid

Conditions
ConditionsYield
With air; water at 80℃;

Croconic acid History

In 1825, Croconic acid and potassium croconate dihydrate were discovered by Leopold Gmelin, who named the compounds from Greek meaning "saffron" or "egg yolk". In 1964, the structure of ammonium croconate was determined by Baenziger et al. . The structure of K2C5O5 . 2H2O was determined by J. D. Dunitz in 2001.

Croconic acid Specification

The Croconic acid, with the CAS registry number 488-86-8, is also known as UNII-6HGY35UXAA. This chemical's molecular formula is C5H2O5 and molecular weight is 142.07. Its IUPAC name is called 4,5-dihydroxycyclopent-4-ene-1,2,3-trione. Croconic acid also forms esters such as dimethyl croconate.

Physical properties of Croconic acid: (1)ACD/LogP: -2.23; (2)ACD/LogD (pH 5.5): -6.72; (3)ACD/LogD (pH 7.4): -6.72; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 5; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.798; (12)Molar Refractivity: 26.22 cm3; (13)Molar Volume: 61.4 cm3; (14)Surface Tension: 197.1 dyne/cm; (15)Density: 2.311 g/cm3; (16)Flash Point: 144.4 °C; (17)Enthalpy of Vaporization: 61.63 kJ/mol; (18)Boiling Point: 291.7 °C at 760 mmHg; (19)Vapour Pressure: 0.000206 mmHg at 25°C.

Uses of Croconic acid: it can be used to produce 1,3-bis-(2-dimethylamino-5-thienyl)croconine with dimethyl-thiophen-2-yl-amine by heating. This reaction will need solvents butan-1-ol and toluene. The yield is about 55%.

Croconic acid can be used to produce 1,3-bis-(2-dimethylamino-5-thienyl)croconine with dimethyl-thiophen-2-yl-amine by heating

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1(=C(C(=O)C(=O)C1=O)O)O
(2)InChI: InChI=1S/C5H2O5/c6-1-2(7)4(9)5(10)3(1)8/h6-7H
(3)InChIKey: RBSLJAJQOVYTRQ-UHFFFAOYSA-N

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