Chelidonic acid

Chelidonic acid
Names
	Systematic IUPAC name 4-Oxo-4H-pyran-2,6-dicarboxylic acid
	Other names Jerva acid; Jervaic acid; Jervasic acid; γ-Pyrone-2,6-dicarboxylic acid
Identifiers
CAS Number	99-32-1 ;
3D model (JSmol)	Interactive image;
ChemSpider	7153;
ECHA InfoCard	100.002.499
PubChem CID	7431;
CompTox Dashboard (EPA)	DTXSID30243928 ;
	InChI InChI=1S/C7H4O6/c8-3-1-4(6(9)10)13-5(2-3)7(11)12/h1-2H,(H,9,10)(H,11,12) Key: PBAYDYUZOSNJGU-UHFFFAOYSA-N; InChI=1/C7H4O6/c8-3-1-4(6(9)10)13-5(2-3)7(11)12/h1-2H,(H,9,10)(H,11,12) Key: PBAYDYUZOSNJGU-UHFFFAOYAH;
	SMILES O=C\1/C=C(\O/C(C(=O)O)=C/1)C(=O)O;
Properties
Chemical formula	C7H4O6
Molar mass	184.103 g·mol−1
Melting point	257 °C (495 °F; 530 K) (decomposes)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Chelidonic acid is a heterocyclic organic acid with a pyran skeleton.

Chelidonic acid can be prepared in two steps from diethyl oxalate and acetone:^[1]^[2]

It occurs naturally in plants of the Asparagales order.

References

^ ^a ^b E. Raymond Riegel and F. Zwilgmeyer (1937). "Chelidonic acid". Organic Syntheses. 17: 40; Collected Volumes, vol. 2, p. 126.
^ G. Horvath; C. Russa; Z. Koentoes; J. Gerencser (1999). "A new Efficient Method for the Preparation of 2,6-Pyridinedihiethyl Ditosylates from Dimethyl 2,60-Pyridinedicarboxylates". Synth. Comm. 29 (21): 3719–3732. doi:10.1080/00397919908086011.