2033-24-1
- Product Name：2,2-Dimethyl-1,3-dioxane-4,6-dione(meldrum's acid)
- Molecular Formula：C6H8O4
- Purity：99%
- Molecular Weight：144.127
Product Details;
CasNo： 2033-24-1
Molecular Formula： C6H8O4
Appearance： white to beige crystals
Buy Reliable Quality 2,2-Dimethyl-1,3-dioxane-4,6-dione(meldrum's acid) 2033-24-1 Reasonable Price
- Molecular Formula:C6H8O4
- Molecular Weight:144.127
- Appearance/Colour:white to beige crystals
- Vapor Pressure:1.89E-05mmHg at 25°C
- Melting Point:92-96 °C(lit.)
- Refractive Index:1.571
- Boiling Point:356.7 °C at 760 mmHg
- PKA:5.1(at 25℃)
- Flash Point:195.1 °C
- PSA：52.60000
- Density:1.201 g/cm3
- LogP:0.21260
2,2-Dimethyl-1,3-dioxane-4,6-dione(Cas 2033-24-1) Usage
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Chemical Properties |
Crystals, white to beige |
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Uses |
Meldrum`s acid is an intermediate for different organic syntheses. For typical reactions please consult the Meldrum`s acid brochure, which you can order. Contact us. Product Data Sheet |
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Preparation |
2,2-Dimethyl-1,3-dioxane-4,6-dione is usually prepared by condensation of malonic acid with acetone in acetic anhydride in the presence of sulfuric acid. Excellent yield of the product was achieved when acetic anhydride was added in a slow, controlled manner to a mixture of acetone, malonic acid and an acid catalyst. |
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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. |
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Flammability and Explosibility |
Nonflammable |
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Purification Methods |
Crystallise the dione from Me2CO/H2O. It is a synthon for the C3 malonic acid moiety. [Arnette et al. J Am Chem Soc 106 6759 1984, Bihlmayer et al. Monatsh Chem 98 564 1967, Review: McNab Chem Soc, Rev 7 345 1978, Chan & Huang Synthesis 452 1982, Beilstein 19/5 V 8.] |
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Consumer Uses |
ECHA has no public registered data indicating whether or in which chemical products the substance might be used. ECHA has no public registered data on the routes by which this substance is most likely to be released to the environment. |
InChI:InChI=1/C6H8O4/c7-3-5-4(10-5)2-1-8-6(3)9-2/h2-7H,1H2
2033-24-1 Relevant articles
Conformation and intermolecular interactions of Meldrum's acid: an X-ray structural investigation of 2,2-dimethyl-1,3-dioxane-4,6-dione
Clarence E. Pfluger and Paul D. Boyle
, Journal of the Chemical Society, Perkin Transactions 2, Issue 10, 1985
The solid-state conformation of the title compound has been shown to be a boat, using single-crystal X-ray diffraction methods. Crystallographic data are: a= 6.055(3), b= 13.746(3), c= 16.629(5)Å, orthorhombic, Pbca, Z= 8; Dx= 1.382 Mg m–3. 2,2dimethyl- 1,3-dioxane-4,6-dione, whose relatively high acidity, pK, 4.83-4.93,3*4 can be attributed to the presence of hydrogen atoms attached to a carbon atom which is a to two …
Chemistry of diazocarbonyl compounds: XXVII. Thermolysis and photolysis of diazirines, derivatives of 1,3-dioxane-4,6-dione
Shevchenko,Khimich,Platz,Nikolaev
, p. 1213 - 1219 (2006)
Photolysis of diazirines, 1,3-dioxane-4,...
Experimental and Theoretical Investigation of Reversible Interconversion, Thermal Reactions, and Wavelength-Dependent Photochemistry of Diazo Meldrum's Acid and Its Diazirine Isomer, 6,6-Dimethyl-5,7-dioxa-1,2-diaza-spiro[2,5]oct-1-ene-4,8-dione
Bogdanova, Aneta,Popik, Vladimir V.
, p. 14153 - 14162 (2003)
The photochemical or thermal decompositi...
Crystal-to-Gel Transformation Stimulated by a Solid-State E→Z Photoisomerization
Tong, Fei,Chen, Shaolong,Li, Zhiwei,Liu, Mingyue,Al-Kaysi, Rabih O.,Mohideen, Umar,Yin, Yadong,Bardeen, Christopher J.
, p. 15429 - 15434 (2019)
The molecule (E)-(5-(3-anthracen-9-yl-al...
Chromogenic and fluorogenic chemodosimeter derived from Meldrum's acid detects cyanide and sulfide in aqueous medium
Ferreira, Natasha L.,de Cordova, Letícia M.,Schramm, Adriana D.S.,Nicoleti, Celso R.,Machado, Vanderlei G.
, p. 142 - 153 (2019)
The detection of anionic analytes is of ...
Chemical synthesis, molecular docking and MepA efflux pump inhibitory effect by 1,8-naphthyridines sulfonamides
Oliveira-Tintino, Cícera Datiane de Morais,Tintino, Saulo Relison,Muniz, Débora Feitosa,Rodrigues dos Santos Barbosa, Cristina,Pereira, Raimundo Luiz Silva,Begnini, Iêda Maria,Rebelo, Ricardo Andrade,da Silva, Luiz Everson,Mireski, Sandro Lucio,Nasato, Michele Caroline,Krautler, Maria Isabel Lacowicz,Pereira, Pedro Silvino,Balbino, Tereza Cristina Leal,da Costa, José Galberto Martins,Rodrigues, Fabiola Fernandes Galv?o,Teixeira, Alexandre Magno Rodrigues,Barreto, Humberto Medeiros,de Menezes, Irwin Rose Alencar,Coutinho, Henrique Douglas Melo,da Silva, Teresinha Gon?alves
, (2021/02/26)
This study aimed to evaluate the antibac...
2033-24-1 Process route
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5-(2-(4-isopropylphenyl)propan-2-yl)-2,2-dimethyl-1,3-dioxane-4,6-dione
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- 2033-24-1
cycl-isopropylidene malonate
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- 100-18-5
1,4-bis(1-methylethyl)benzene
| Conditions | Yield |
|---|---|
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With palladium 10% on activated carbon; hydrogen; In ethyl acetate; at 65 ℃; for 96h; under 760.051 Torr; Sealed tube;
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91% |
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- 1214-54-6
5-benzylidene Meldrum's acid
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- 2033-24-1
cycl-isopropylidene malonate
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- 100-52-7
benzaldehyde
| Conditions | Yield |
|---|---|
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With acetate buffer; In water; at 25 ℃; Rate constant; other buffers, various pH;
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2033-24-1 Upstream products
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594-71-8
2-chloro-2-nitro-propane
-
996-82-7
sodium diethylmalonate
-
141-82-2
malonic acid
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38806-12-1
isopropenyl-malonic acid diethyl ester
2033-24-1 Downstream products
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6943-09-5
2,2-dimethyl-5-(2,4,6-trimethyl-benzylidene)-[1,3]dioxane-4,6-dione
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75307-67-4
2,2-dimethyl-[1,3]dioxane-4,5,6-trione-5-phenylhydrazone
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3709-25-9
5-Cyclohexylidene-2,2-dimethyl-[1,3]dioxane-4,6-dione
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541-47-9
3-Methylbutenoic acid
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