Brief Introduction | |
Name | Meldrum's Acid |
Synonyms | 2,2-Dimethyl-1,3-Dioxane-4,6-Dione |
Isopropylidene Malonate | |
Malonic Acid Cyclic Isopropylidene Ester | |
Cyclic Isopropylidene Malonate | |
CAS | 2033-24-1 |
EINECS | 217-992-8 |
Molecular Formula | C6H8O4 |
Molecular weight | 144.13 |
Pureness | ≥99% |
Production Capacity | 200 tons/month |
Density | 1.1311 (rough estimate) |
Melting Point | 92-96°C(lit.) |
Boling Point | 182.71°C (rough estimate) |
Flash Point | 150.1°C |
Water Solubility | 2.5 g/100 mL (20 ºC) |
Vapor Presure | 0.044-133Pa at 25 ºC |
Appearance | White crystalline powder |
Merck | 145817 |
BRN | 117310 |
pKa | 5.1(at 25ºC) |
Storage Condition | 2-8°C |
Refractive Index | 1.4434 (estimate) |
MDL | MFCD00006638 |
InChI | InChI=1S/C6H8O4/c1-6(2)9-4(7)3-5(8)10-6/h3H2,1-2H3 |
InChIKey | GXHFUVWIGNLZSC-UHFFFAOYSA-N |
Product Description
Due to its unique structure and the vast array of substituents that can be attached to its core, Meldrum's acid is a molecule with exceptional chemical properties. In water, it has a remarkably low pKa value of about 4.9. Its C5 position is readily involved in electrophilic substitution reactions whereas the C4 and C6 positions are easily attacked by nucleophiles. At elevated temperatures Meldrum's acid undergoes distinctive decomposition pathways, which can be used in cycloaddition and acylation reactions.
Solubility
Meldrum's acid or 2,2-dimethyl-1,3-dioxane-4,6-dione is an organic compound with formula . 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, sparingly soluble in water. It decomposes on heating with release of carbon dioxide and aceton e.
Stability
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