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210145 Aldrich

2,2-Dimethyl-1,3-dioxane-4,6-dione

98%

Synonym: Malonic acid cyclic isopropylidene ester, Meldrum’s acid, cycl-Isopropylidene malonate

  • CAS Number 2033-24-1

  • Empirical Formula (Hill Notation) C6H8O4

  • Molecular Weight 144.13

  •  Beilstein Registry Number 117310

  •  EC Number 217-992-8

  •  MDL number MFCD00006638

  •  PubChem Substance ID 24852618

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Properties

Related Categories Building Blocks, Carbonyl Compounds, Chemical Synthesis, Lactones, Organic Building Blocks More...
InChI Key   GXHFUVWIGNLZSC-UHFFFAOYSA-N
assay   98%
mp   92-96 °C (lit.)
solubility   dioxane: soluble 5%, clear to very slightly hazy, colorless to faintly yellow
storage temp.   2-8°C

Description

Packaging

10, 25, 100 g in glass bottle

Application

2,2-Dimethyl-1,3-dioxane-4,6-dione was used in the synthesis of:
• macrocyclic β-keto lactone
• 4-pyridyl-substituted heterocycles
• 2-substituted indoles
• isofraxidin.

General description

2,2-Dimethyl-1,3-dioxane-4,6-dione (Meldrum′s acid) is widely used in organic synthesis, especially for multiple C-C bond formations due to its adequate acidity (pKa 4.83) and steric rigidity. Knoevenagel condensation reaction between aldehydes and Meldrum′s acid are accelerated in ionic liquids.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
2

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Protocols & Articles

Articles

Knoevenagel Condensation Reaction

The Knoevenagel Condensation Reaction is a classic organic synthesis, described by Emil Knoevenagel in the 1890’s. The Knoevenagel reaction is a modified Aldol Condensation with a nucleophilic additi...
Keywords: Aldol condensation, C-C bond formation, Condensations, Dehydration reaction, Knoevenagel Condensation, Nucleophilic additions, Organic synthesis

Peer-Reviewed Papers
15

References

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