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- Meldrum's_acid abstract "Meldrum's acid or 2,2-dimethyl-1,3-dioxane-4,6-dione is an organic compound. The compound was first made in 1908 by Andrew Norman Meldrum by a condensation reaction of malonic acid with acetone in acetic anhydride and sulfuric acid. Meldrum misidentified the structure as a β-lactone of β-hydroxyisopropylmalonic acid. The correct structure is shown on this page.As an alternative to its original preparation, Meldrum's acid can be synthesized from malonic acid, isopropenyl acetate, and catalytic sulfuric acid. Meldrum's acid has a high acidity with a pKa of 4.97. Meldrum's acid high acidity was long considered "anomalous" given it is 8 orders of magnitude more acidic than the highly related compound, dimethyl malonate (whose aqueous pKa is around 13). In 2004, Ohwada and coworkers resolved the Meldrum acid anomaly by performing several calculations. Ohwada noticed that the energy-minimizing conformation structure of the compound places the alpha proton's σCH orbital in the proper geometry to align with the π*CO, so that the ground state poses unusually strong destabilization of the C-H bond.Because of its great acidity, Meldrum's acid, like malonic acid, can serve as a reactant in Knoevenagel condensations.".
- Meldrum's_acid iupacName "2,2-Dimethyl-1,3-dioxane-4,6-dione".
- Meldrum's_acid thumbnail Meldrum's_acid.png?width=300.
- Meldrum's_acid wikiPageExternalLink chemname.asp?nameID=57606.
- Meldrum's_acid wikiPageExternalLink s-2004-829539.pdf.
- Meldrum's_acid wikiPageID "2529979".
- Meldrum's_acid wikiPageRevisionID "592468322".
- Meldrum's_acid hasPhotoCollection Meldrum's_acid.
- Meldrum's_acid imagefile "meldrum's_acid.png".
- Meldrum's_acid imagename "Meldrum's Acid".
- Meldrum's_acid iupacname "22".
- Meldrum's_acid name "Meldrum's Acid".
- Meldrum's_acid verifiedrevid "413090493".
- Meldrum's_acid watchedfields "changed".
- Meldrum's_acid subject Category:Dioxanes.
- Meldrum's_acid subject Category:Lactones.
- Meldrum's_acid subject Category:Organic_acids.
- Meldrum's_acid type Abstraction100002137.
- Meldrum's_acid type Acid114607521.
- Meldrum's_acid type Chemical114806838.
- Meldrum's_acid type Compound114818238.
- Meldrum's_acid type Material114580897.
- Meldrum's_acid type Matter100020827.
- Meldrum's_acid type OrganicAcids.
- Meldrum's_acid type Part113809207.
- Meldrum's_acid type PhysicalEntity100001930.
- Meldrum's_acid type Relation100031921.
- Meldrum's_acid type Substance100019613.
- Meldrum's_acid type ChemicalCompound.
- Meldrum's_acid type ChemicalSubstance.
- Meldrum's_acid type ChemicalSubstanceType.
- Meldrum's_acid type ChemicalObject.
- Meldrum's_acid type Thing.
- Meldrum's_acid comment "Meldrum's acid or 2,2-dimethyl-1,3-dioxane-4,6-dione is an organic compound. The compound was first made in 1908 by Andrew Norman Meldrum by a condensation reaction of malonic acid with acetone in acetic anhydride and sulfuric acid. Meldrum misidentified the structure as a β-lactone of β-hydroxyisopropylmalonic acid.".
- Meldrum's_acid label "Acide de Meldrum".
- Meldrum's_acid label "Acido di Meldrum".
- Meldrum's_acid label "Meldrum's acid".
- Meldrum's_acid label "Meldrumsäure".
- Meldrum's_acid label "メルドラム酸".
- Meldrum's_acid label "米氏酸".
- Meldrum's_acid sameAs Meldrumsäure.
- Meldrum's_acid sameAs Acide_de_Meldrum.
- Meldrum's_acid sameAs Acido_di_Meldrum.
- Meldrum's_acid sameAs メルドラム酸.
- Meldrum's_acid sameAs m.07l7nj.
- Meldrum's_acid sameAs Q421283.
- Meldrum's_acid sameAs Q421283.
- Meldrum's_acid sameAs Meldrum's_acid.
- Meldrum's_acid wasDerivedFrom Meldrum's_acid?oldid=592468322.
- Meldrum's_acid depiction Meldrum's_acid.png.
- Meldrum's_acid isPrimaryTopicOf Meldrum's_acid.
- Meldrum's_acid name "Meldrum's Acid".
