Croconic Acid

For research use only. Not for therapeutic Use.

  • CAT Number: M009529
  • CAS Number: 488-86-8
  • Molecular Formula: C5H2O5
  • Molecular Weight: 142.066
  • Purity: ≥95%
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Croconic acid or 4,5-dihydroxycyclopentenetrione is a chemical compound with formula C5H2O5 or (C=O)3(COH)2. It has a cyclopentene backbone with two hydroxyl groups adjacent to the double bond and three ketone groups on the remaining carbon atoms. It is sensitive to light, soluble in water and ethanol and forms yellow crystals that decompose at 212 °C.


Catalog Number M009529
CAS Number 488-86-8
Molecular Formula C5H2O5
Purity ≥95%
Storage -20°C
IUPAC Name 4,5-dihydroxycyclopent-4-ene-1,2,3-trione
InChI InChI=1S/C5H2O5/c6-1-2(7)4(9)5(10)3(1)8/h6-7H
InChIKey RBSLJAJQOVYTRQ-UHFFFAOYSA-N
SMILES C1(=C(C(=O)C(=O)C1=O)O)O
Reference

1: Mukhopadhyay S, Gutmann M, Fernandez-Alonso F. Hydrogen-bond structure and
anharmonicity in croconic acid. Phys Chem Chem Phys. 2014 Dec 21;16(47):26234-9.
doi: 10.1039/c4cp03713h. Epub 2014 Nov 3. PubMed PMID: 25363424.

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2: Cai Y, Luo S, Zhu Z, Gu H. Ferroelectric mechanism of croconic acid: a
first-principles and Monte Carlo study. J Chem Phys. 2013 Jul 28;139(4):044702.
doi: 10.1063/1.4813500. PubMed PMID: 23901998.

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3: Di Sante D, Stroppa A, Picozzi S. Structural, electronic and ferroelectric
properties of croconic acid crystal: a DFT study. Phys Chem Chem Phys. 2012 Nov
14;14(42):14673-81. doi: 10.1039/c2cp42127e. Epub 2012 Oct 2. PubMed PMID:
23032103.

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4: Bisti F, Stroppa A, Picozzi S, Ottaviano L. Fingerprints of the hydrogen bond
in the photoemission spectra of croconic acid condensed phase: an x-ray
photoelectron spectroscopy and ab-initio study. J Chem Phys. 2011 May
7;134(17):174505. doi: 10.1063/1.3586813. PubMed PMID: 21548697.
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5: Bisti F, Stroppa A, Perrozzi F, Donarelli M, Picozzi S, Coreno M, de Simone M,
Prince KC, Ottaviano L. The electronic structure of gas phase croconic acid
compared to the condensed phase: more insight into the hydrogen bond interaction.
J Chem Phys. 2013 Jan 7;138(1):014308. doi: 10.1063/1.4773059. PubMed PMID:
23298042.

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6: Braga D, Maini L, Grepioni F. Croconic acid and alkali metal croconate salts:
some new insights into an old story. Chemistry. 2002 Apr 15;8(8):1804-12. PubMed
PMID: 11933108.

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7: Seitz G, Klein W. [Synthesis of croconic acid amides. 3. Polycarbonyl
compounds]. Arch Pharm (Weinheim). 1972 Sep;305(9):683-8. German. PubMed PMID:
5086924.

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