Croconic acid

Base Information

• Chemical Name: Croconic acid
• CAS No.: 488-86-8
• Molecular Formula: C5H2O5
• Molecular Weight: 142.068
• Hs Code.: 29144000
• European Community (EC) Number: 676-473-8
• UNII: 6HGY35UXAA
• DSSTox Substance ID: DTXSID20878763
• Nikkaji Number: J6.035F
• Wikipedia: Croconic_acid
• Wikidata: Q746380
• Mol file: 488-86-8.mol

Synonyms:Croconic acid;488-86-8;4,5-dihydroxycyclopent-4-ene-1,2,3-trione;Crocic acid;4,5-Dihydroxy-4-cyclopentene-1,2,3-trione;UNII-6HGY35UXAA;6HGY35UXAA;dihydroxycyclopent-4-ene-1,2,3-trione;4-Cyclopentene-1,2,3-trione, 4,5-dihydroxy-;MFCD00181389;Croconic acid, 98%;SCHEMBL159013;DTXSID20878763;AKOS003621449;AS-64953;CS-0157952;1,2-Dihydroxy-3,4,5-trioxocyclopent-1-ene;T70958;1,2-DIHYDROXYCYCLOPENTENE-3,4,5-TRIONE;4,5-Dihydroxy-4-cyclopentene-1,2,3-trione #;Q746380

Chemical Property of Croconic acid

Chemical Property:

• Appearance/Colour: gold-coloured powder
• Vapor Pressure: 1.98E-06mmHg at 25°C
• Melting Point: >300 °C(lit.)
• Refractive Index: 1.619
• Boiling Point: 291.7 °C at 760 mmHg
• PKA: 0.92±0.25(Predicted)
• Flash Point: 144.4 °C
• PSA: 91.67000
• Density: 2.311 g/cm³
• LogP: -0.96510
• Storage Temp.: room temp
• Water Solubility.: Soluble in water and ethanol.
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 141.99022316
• Heavy Atom Count: 10
• Complexity: 246

Purity/Quality:

98%,99%, ^*data from raw suppliers

Croconic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(=C(C(=O)C(=O)C1=O)O)O
• Uses: Croconic acid is used to prepare 1,3-bis-(2-dimethylamino-5-thienyl)croconine by reacting with dimethyl-thiophen-2-yl-amine. It is also used in organic synthesis and employed as a dye for biological research purposes. Further, it is involved in the preparation of ethers such as dimethyl croconate. In addition to this, it acts as a ligand and form coordination complexes with metals such as barium, copper, silver and lead.

Technology Process of Croconic acid

There total 22 articles about Croconic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

maleic anhydride (930-60-9) → croconic acid (488-86-8)

Guidance literature:

maleic anhydride; With sodium hydroxide; bromine; In water; at 0 - 20 ℃; for 1.66667h;

With hydrogenchloride; In water; at 0 ℃; Product distribution / selectivity;

Reference yield: 83.0%

cyclopentene (142-29-0) → croconic acid (488-86-8)

Guidance literature:

cyclopentene; With potassium hydroxide; bromine; In water; benzene; at 0 - 60 ℃; for 5h;

With hydrogenchloride; In water; benzene; at 5 ℃; Product distribution / selectivity;

Reference yield: 63.0%

ccyclopentane-1,2,4-trione (15849-14-6) → croconic acid (488-86-8)

Guidance literature:

ccyclopentane-1,2,4-trione; With 1,3-dichloro-5,5-dimethylhydantoin; In 1,2-dichloro-ethane; at 0 ℃; for 2h;

With sodium hydroxide; In water; 1,2-dichloro-ethane; at 0 - 50 ℃; for 4.5h;

With hydrogenchloride; In water; 1,2-dichloro-ethane; at 0 ℃; Product distribution / selectivity;

upstream raw materials:

D-myo-inositol

sodium rhodizonate dibasic

tetrahydroxy-1,4-quinone

rhodizonic acid

Downstream raw materials:

2,3,5-trimethoxy-1,4-benzoquinone

carbon dioxide

oxalic acid

croconic acid disodium salt

Refernces

• 1、 -. "Organic dye compositions and use thereof in photovoltaic cells". Page/Page column 14. . Retrieved 2010/11/25.
• 2、 Iraci, G.,Back, M. H.. "The photochemistry of the rhodizonate dianion in aqueous solution". . p. 1293 - 1294. Retrieved 2007/10/02.