Meldrum’s acid , 98% , 2033-24-1

Synonym(s):
cycl-Isopropylidene malonate;Malonic acid cyclic isopropylidene ester;Meldrum’s acid

CAS NO.：2033-24-1

Empirical Formula: C6H8O4

Molecular Weight: 144.13

MDL number: MFCD00006638

EINECS: 217-992-8

PRODUCT Properties

• Melting point: 92-96 °C(lit.)
• Boiling point: 182.71°C (rough estimate)
• Density: 1.1311 (rough estimate)
• vapor pressure: 0.044-133Pa at 25℃
• refractive index: 1.4434 (estimate)
• storage temp.: 2-8°C
• solubility: dioxane: soluble5%, clear to very slightly hazy, colorless to faintly yellow
• pka: 5.1(at 25℃)
• form: Crystals or Powder
• color: Brownish-white to beige-brown
• Water Solubility: 2.5 g/100 mL (20 ºC)
• Merck: 14,5817
• BRN: 117310
• InChIKey: GXHFUVWIGNLZSC-UHFFFAOYSA-N
• LogP: -1.58-4.786 at 25℃
• CAS DataBase Reference: 2033-24-1(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dioxane-4,6-dione, 2,2-dimethyl-(2033-24-1)
• EPA Substance Registry System: 1,3-Dioxane-4,6-dione, 2,2-dimethyl- (2033-24-1)

Description and Uses

Meldrum's acid, also known as 2,2-dimethyl-1,3-dioxane-4,6-dione, is an organic compound with the formula C6H8O4. 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. Yet Meldrum's acid has a high acidity with a pKa of 4.97, because like ascorbic acid, deprotonation at the methylene next to the carbonyls produces a stable enolate. Because of this property Meldrum's acid like malonic acid is a reactant in Knoevenagel condensations.

An antimicrobial agent

Safety

• Symbol(GHS): GHS07
• Signal word: Warning
• Hazard statements: H315-H319-H335
• Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a
• Hazard Codes: Xi,T
• Risk Statements: 36/37/38-45
• Safety Statements: 37/39-24/25-53-45-36-26
• WGK Germany: 3
• RTECS: JH0800000
• F: 10-21
• TSCA: Yes
• HazardClass: IRRITANT
• HS Code: 29322090