Meldrum's acid

Meldrum's acid
Names
	Preferred IUPAC name 2,2-Dimethyl-1,3-dioxane-4,6-dione
	Other names Isopropylidene malonate
Identifiers
CAS Number	2033-24-1 ;
3D model (JSmol)	Interactive image;
ChemSpider	15418 ;
ECHA InfoCard	100.016.358
PubChem CID	16249;
UNII	DD139RP1SC ;
CompTox Dashboard (EPA)	DTXSID7051846 ;
	InChI InChI=1S/C6H8O4/c1-6(2)9-4(7)3-5(8)10-6/h3H2,1-2H3 Key: GXHFUVWIGNLZSC-UHFFFAOYSA-N ; InChI=1/C6H8O4/c1-6(2)9-4(7)3-5(8)10-6/h3H2,1-2H3 Key: GXHFUVWIGNLZSC-UHFFFAOYAM; InChI=1/C6H8O4/c1-6(2)9-4(7)3-5(8)10-6/h3H2,1-2H3 Key: GXHFUVWIGNLZSC-UHFFFAOYAM;
	SMILES O=C1OC(OC(=O)C1)(C)C;
Properties
Chemical formula	C6H8O4
Molar mass	144.126 g·mol−1
Melting point	94 to 95 °C (201 to 203 °F; 367 to 368 K) (decomposes)
Acidity (pKa)	4.97
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Meldrum's acid or 2,2-dimethyl-1,3-dioxane-4,6-dione is an organic compound with formula C₆H₈O₄. Its molecule has a heterocyclic core with four carbon and two oxygen atoms; the formula can also be written as [−O−C(CH₃)₂−O−(C=O)−CH₂−(C=O)−].

It is a crystalline colorless solid that is sparingly soluble in water and which decomposes on heating to carbon dioxide, acetone, and a ketene. Its synthesis was first reported in 1908 by Andrew Norman Meldrum, for whom it is named. Meldrum incorrectly concluded that it was a carboxylic acid based on its acidity; the correct bislactone structure was not reported until 1948.