Home Other Building Blocks 2033-24-1
2033-24-1,MFCD00006638
Catalog No.:AA0028PI

2033-24-1 | 2,2-Dimethyl-1,3-dioxane-4,6-dione

Pack Size
Purity
Availability
Price(USD)
Quantity
  
25g
98%
in stock  
$8.00   $5.00
- +
500g
98%
in stock  
$31.00   $22.00
- +
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0028PI
Chemical Name:
2,2-Dimethyl-1,3-dioxane-4,6-dione
CAS Number:
2033-24-1
Molecular Formula:
C6H8O4
Molecular Weight:
144.1253
MDL Number:
MFCD00006638
SMILES:
O=C1CC(=O)OC(O1)(C)C
Properties
Properties
 
BP:
356.7 °C at 760 mmHg  
Form:
Solid  
MP:
92-96 °C(lit.)  
Refractive Index:
1.4434 (estimate)  
Solubility:
dioxane: soluble5%, clear to very slightly hazy, colorless to faintly yellow  
Storage:
Room Temperature;  

Computed Properties
 
Complexity:
164  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
10  
Hydrogen Bond Acceptor Count:
4  
XLogP3:
0.6  

Literature

Title: Self-assembled Pd6 open cage with triimidazole walls and the use of its confined nanospace for catalytic Knoevenagel- and Diels-Alder reactions in aqueous medium.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20120924

Title: Fluorinated alcohols as promoters for the metal-free direct substitution reaction of allylic alcohols with nitrogenated, silylated, and carbon nucleophiles.

Journal: The Journal of organic chemistry 20120907

Title: Carbon-based leaving group in substitution reactions: functionalization of sp3-hybridized quaternary and tertiary benzylic carbon centers.

Journal: Organic letters 20120706

Title: Catalytic enantioselective protonation of nitronates utilizing an organocatalyst chiral only at sulfur.

Journal: Journal of the American Chemical Society 20120606

Title: Deuterium-labelled N-acyl-L-homoserine lactones (AHLs)--inter-kingdom signalling molecules--synthesis, structural studies, and interactions with model lipid membranes.

Journal: Analytical and bioanalytical chemistry 20120401

Title: Flash flow pyrolysis: mimicking flash vacuum pyrolysis in a high-temperature/high-pressure liquid-phase microreactor environment.

Journal: The Journal of organic chemistry 20120302

Title: 6-[(2-Chloro-pyridin-5-ylmeth-yl)(eth-yl)-azan-yl]-4-(2-fluoro-phen-yl)-1-methyl-5-nitro-1,2,3,4-tetra-hydro-pyridin-2-one.

Journal: Acta crystallographica. Section E, Structure reports online 20120301

Title: Radical cyclization cascades of unsaturated Meldrum's acid derivatives.

Journal: Organic letters 20120106

Title: Stereochemical insignificance discovered in Acinetobacter baumannii quorum sensing.

Journal: PloS one 20120101

Title: Short synthesis of ethyl 3-(3-aminophenyl)propanoate.

Journal: Archiv der Pharmazie 20111201

Title: Pseudo-five-component reaction between 3-formylchromones, meldrum's acid, isocyanides and primary arylamines: diversity-oriented synthesis of novel chromone-containing peptidomimetics.

Journal: ACS combinatorial science 20111114

Title: An energy efficient and facile synthesis of high molecular weight polyesters using ketenes.

Journal: Chemical communications (Cambridge, England) 20111014

Title: Bis[N-cyclohexyl-1-(2-{1-[(cyclohexyl-amino)carbonyl]cyclohexyl}-3,5-dioxo-1,2-oxazolidin-4-yl)cyclopentanecarbox-amide] monohydrate.

Journal: Acta crystallographica. Section E, Structure reports online 20110901

Title: 5,5'-[(2,4-Dichloro-phen-yl)methyl-ene]bis-(2,2-dimethyl-1,3-dioxane-4,6-dione).

Journal: Acta crystallographica. Section E, Structure reports online 20110801

Title: 2,2-Dimethyl-5-(2,3,4-trimeth-oxy-benzyl-idene)-1,3-dioxane-4,6-dione.

Journal: Acta crystallographica. Section E, Structure reports online 20110801

Title: 5-(1H-Indol-3-yl-methyl-idene)-2,2-di-methyl-1,3-dioxane-4,6-dione.

Journal: Acta crystallographica. Section E, Structure reports online 20110701

Title: Acetoxy Meldrum's acid: a versatile acyl anion equivalent in the Pd-catalyzed asymmetric allylic alkylation.

Journal: Organic letters 20110617

Title: 5-(3,4-Dimethyl-benzyl-idene)-2,2-dimethyl-1,3-dioxane-4,6-dione.

Journal: Acta crystallographica. Section E, Structure reports online 20110601

Title: 2,2-Dimethyl-5-[(2-nitro-anilino)methyl-idene]-1,3-dioxane-4,6-dione.

Journal: Acta crystallographica. Section E, Structure reports online 20110501

Title: 2,2-Dimethyl-5-[(pyridin-2-yl-amino)-methyl-idene]-1,3-dioxane-4,6-dione.

Journal: Acta crystallographica. Section E, Structure reports online 20110201

Title: 2,2-Dimethyl-5-[(5-methyl-furan-2-yl)methyl-idene]-1,3-dioxane-4,6-dione.

Journal: Acta crystallographica. Section E, Structure reports online 20110201

Title: Ultrasound-assisted one-pot, four component synthesis of 4-aryl 3,4-dihydropyridone derivatives.

Journal: Ultrasonics sonochemistry 20110101

Title: Facile synthesis and biological evaluation of 3,3-diphenylpropanoyl piperazines as T-type calcium channel blockers.

Journal: Bioorganic & medicinal chemistry letters 20110101

Title: Infrared assisted production of 3,4-dihydro-2(1H)-pyridones in solvent-free conditions.

Journal: International journal of molecular sciences 20110101

Title: Synthesis of functionalized chromenes from Meldrum's acid, 4-hydroxycoumarin, and ketones or aldehydes.

Journal: Combinatorial chemistry & high throughput screening 20101101

Title: (E)-2,2-Dimethyl-5-(3-phenyl-allyl-idene)-1,3-dioxane-4,6-dione.

Journal: Acta crystallographica. Section E, Structure reports online 20101101

Title: Ketene functionalized polyethylene: control of cross-link density and material properties.

Journal: Journal of the American Chemical Society 20101027

Title: 5-(4-Hy-droxy-benzyl-idene)-2,2-dimethyl-1,3-dioxane-4,6-dione.

Journal: Acta crystallographica. Section E, Structure reports online 20100901

Title: 5-(4-Fluoro-benzyl-idene)-2,2-dimethyl-1,3-dioxane-4,6-dione.

Journal: Acta crystallographica. Section E, Structure reports online 20100901

Title: Synthesis and biological evaluation of arylidene analogues of Meldrum's acid as a new class of antimalarial and antioxidant agents.

Journal: Bioorganic & medicinal chemistry 20100801

Title: Short malonyl dehydro peptides as potential scaffolds for peptidomimetics by an efficient Knoevenagel reaction.

Journal: Amino acids 20100701

Title: 4-[2-(2,2-Dimethyl-4,6-dioxo-1,3-dioxan-5-yl-idene)hydrazin-1-yl]benzo-nitrile.

Journal: Acta crystallographica. Section E, Structure reports online 20100701

Title: rac-2-Methyl-3,4,5,6-tetra-hydro-2H-2,6-methano-1,3-benzoxazocin-4-one.

Journal: Acta crystallographica. Section E, Structure reports online 20100601

Title: Meldrum's acids and 5-alkylidene Meldrum's acids in catalytic carbon-carbon bond-forming processes.

Journal: Accounts of chemical research 20100316

Title: Synthesis of zwitterionic salts of pyridinium-Meldrum acid and barbiturate through unique four-component reactions.

Journal: Journal of combinatorial chemistry 20100308

Title: Polymer synthesis: facilitating functionality.

Journal: Nature chemistry 20100301

Title: A facile route to ketene-functionalized polymers for general materials applications.

Journal: Nature chemistry 20100301

Title: Practical asymmetric conjugate alkynylation of Meldrum's acid-derived acceptors: access to chiral beta-alkynyl acids.

Journal: Journal of the American Chemical Society 20100120

Title: Microwave-assisted solid phase conversion study of Meldrum's acid to ethylenetetracarboxylic dianhydride (C6O6).

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20100101

Title: Electrochemical oxidation of catechols in the presence of phenyl-Meldrum's acid. Synthesis and kinetic evaluation.

Journal: Chemical & pharmaceutical bulletin 20100101

Title: 4-(4-Chloro-phen-yl)-7,7-dimethyl-7,8-dihydro-4H-1-benzopyran-2,5(3H,6H)-dione.

Journal: Acta crystallographica. Section E, Structure reports online 20100101

Title: Synthetic routes to pyrrolizine-1,5-dione derivatives by flash vacuum pyrolysis of amidomethylene derivatives of Meldrum's acid.

Journal: Organic & biomolecular chemistry 20091207

Title: 4-(4-Methoxy-phen-yl)-7,7-dimethyl-5-oxo-5,6,7,8-tetra-hydrochromene-2,5-dione.

Journal: Acta crystallographica. Section E, Structure reports online 20091201

Title: Asymmetric synthesis of all-carbon benzylic quaternary stereocenters via conjugate addition to alkylidene and indenylidene Meldrum's acids.

Journal: The Journal of organic chemistry 20091120

Title: Hydrogenolysis of unstrained carbon-carbon sigma bonds: stereoselective entry into benzylic tertiary centers.

Journal: Journal of the American Chemical Society 20091104

Title: One hundred years of Meldrum's acid: advances in the synthesis of pyridine and pyrimidine derivatives.

Journal: Molecular diversity 20091101

Title: 6-Methyl-sulfanyl-4H-pyrimido[1,6-a]pyrimidin-4-one.

Journal: Acta crystallographica. Section E, Structure reports online 20091001

Title: 2,2-Dimethyl-5-(2-naphthyl-amino-methyl-ene)-1,3-dioxane-4,6-dione.

Journal: Acta crystallographica. Section E, Structure reports online 20091001

Title: 5-(2-Fluoro-benzyl-idene)-2,2-dimethyl-1,3-dioxane-4,6-dione.

Journal: Acta crystallographica. Section E, Structure reports online 20091001

Title: 2,2-Dimethyl-5-[(3-nitro-anilino)methyl-ene]-1,3-dioxane-4,6-dione.

Journal: Acta crystallographica. Section E, Structure reports online 20090901

Title: A novel one-pot three-(in situ five-)component condensation reaction: an unexpected approach for the synthesis of tetrahydro-2,4-dioxo-1H-benzo[b][1,5]diazepine-3-yl-2-methylpropanamide derivatives.

Journal: Organic letters 20090806

Title: 5-[(4-Acetyl-phenyl)-aminomethyl-ene]-2,2-dimethyl-1,3-dioxane-4,6-dione.

Journal: Acta crystallographica. Section E, Structure reports online 20090601

Title: 5-[(3,4-Dimethoxy-benzyl)-aminomethyl-ene]-2,2-dimethyl-1,3-dioxane-4,6-dione.

Journal: Acta crystallographica. Section E, Structure reports online 20090601

Title: Multi-catalysis cascade reactions based on the methoxycarbonylketene platform: diversity-oriented synthesis of functionalized non-symmetrical malonates for agrochemicals and pharmaceuticals.

Journal: Organic & biomolecular chemistry 20090521

Title: A new domino autocatalytic reaction leading to polyfunctionalized spiro[5.5]undecanes and dispiro[4.2.5.2]pentadecanes.

Journal: Organic & biomolecular chemistry 20090521

Title: 7,14-Bis(4-methoxy-phen-yl)-11,11-dimethyl-1,4,10,12-tetra-oxa-dispiro-[4.2.5.2]penta-decane-9,13-dione.

Journal: Acta crystallographica. Section E, Structure reports online 20090501

Title: 7,14-Bis(4-bromo-phen-yl)-2,11,11-trimethyl-1,4,10,12-tetra-oxa-dispiro-[4.2.5.2]penta-decane-9,13-dione.

Journal: Acta crystallographica. Section E, Structure reports online 20090501

Title: Chemical bonding and structure-reactivity correlation in Meldrum's acid: a combined experimental and theoretical electron density study.

Journal: The Journal of organic chemistry 20090320

Title: Probing persistent intramolecular C-H...X (X = O, S, Br, Cl, and F) bonding in solution using benzyl Meldrum's acid derivatives.

Journal: The Journal of organic chemistry 20090206

Title: New potential inhibitors of DNA topoisomerase. Part II: Design and synthesis of alpha-lapachone derivatives under microwave irradiation.

Journal: Bioorganic & medicinal chemistry letters 20090201

Title: LAS0811: from combinatorial chemistry to activation of antioxidant response element.

Journal: Journal of biomedicine & biotechnology 20090101

Title: 4-Phenyl-1,2,3,4-tetra-hydro-pyrimido[1,2-a]benzimidazol-2-one.

Journal: Acta crystallographica. Section E, Structure reports online 20081101

Title: Mechanism and regioselectivity of the cycloaddition of thiones derived from Meldrum's acid, malonates, or other dicarbonyls.

Journal: The Journal of organic chemistry 20081003

Title: Meldrum's acid catalyzed reaction of tetracyanoethylene and aldehydes in water: a novel approach to arylidenemalononitrile.

Journal: Chemical & pharmaceutical bulletin 20081001

Title: Asymmetric synthesis of carboxylic acid derivatives having an all-carbon alpha-quaternary center through Cu-catalyzed 1,4-addition of dialkylzinc reagents to 2-aryl acetate derivatives.

Journal: Organic letters 20080703

Title: Novel isocyanide-based four-component reaction: a facile synthesis of fully substituted 3,4-dihydrocoumarin derivatives.

Journal: Organic letters 20080619

Title: Kinetic study of electrochemically induced michael reactions of o-quinones with Meldrum's acid derivatives. Synthesis of highly oxygenated catechols.

Journal: The Journal of organic chemistry 20080502

Title: Meldrum's acid and related compounds in the synthesis of natural products and analogs.

Journal: Chemical Society reviews 20080401

Title: 7-Chloro-4-(2,5-dichloro-phen-yl)-1-phenyl-1H-thio-chromeno[2,3-b]pyridine-2,5(3H,4H)-dione.

Journal: Acta crystallographica. Section E, Structure reports online 20080401

Title: A novel method for the synthesis of substituted 3,4-dihydrocoumarin derivatives via isocyanide-based three-component reaction.

Journal: Molecular diversity 20080101

Title: Ab initio structure determination of 5-anilinomethylene-2,2-dimethyl-1,3-dioxane-4,6-dione from laboratory powder data--a combined use of X-ray, molecular and solid-state DFT study.

Journal: Acta crystallographica. Section B, Structural science 20070601

Title: Carboxyketenes, methyleneketenes, vinylketenes, oxetanediones, ynols, and ylidic ketenes from Meldrum's acid derivatives.

Journal: Organic & biomolecular chemistry 20070507

Title: Studies on the synthesis of (-)-gymnodimine. Subunit synthesis and coupling.

Journal: The Journal of organic chemistry 20070302

Title: Carboxyketenes from 4-hydroxy-1,3-oxazin-6-ones and Meldrum's acid derivatives.

Journal: The Journal of organic chemistry 20070216

Title: Modular synthesis of tetrahydrofluorenones from 5-alkylidene Meldrum's acids.

Journal: The Journal of organic chemistry 20061222

Title: Meldrum's acid-derived thione dienophile in a convergent and stereoselective synthesis of a tetracyclic quassinoid intermediate.

Journal: Organic letters 20060928

Title: Inhibition of photosystem II electron transport by acyl derivatives of 2,2-dimethyl-1,3-dioxane-4,6-dione (Meldrum's acid).

Journal: Biochimica et biophysica acta 20060701

Title: Hydrolysis of alpha-alkyl-alpha-(methylthio)methylene Meldrum's acids. A kinetic and computational investigation of steric effects.

Journal: The Journal of organic chemistry 20060623

Title: Three-component synthesis of dialkyl 2-(alkylimino-methylene)3- (2,2,5-trimethyl-4,6-dioxo-1,3-dioxan-5-yl)-succinates.

Journal: Molecular diversity 20060501

Title: Synthesis of multi ring-fused 2-pyridones via an acyl-ketene imine cyclocondensation.

Journal: Organic letters 20060302

Title: Synthesis of new amphiphilic dendrons bearing aliphatic hydrocarbon surface sectors and a monocarboxylic or dicarboxylic acid focal point.

Journal: Organic letters 20060202

Title: Immobilized versus coated amylose tris(3,5-dimethylphenylcarbamate) chiral stationary phases for the enantioselective separation of cyclopropane derivatives by liquid chromatography.

Journal: Journal of chromatography. A 20060106

Title: Total synthesis of (+/-)-taiwaniaquinol B via a domino intramolecular friedel-crafts acylation/carbonyl alpha-tert-alkylation reaction.

Journal: Journal of the American Chemical Society 20050928

Title: Reactions of 3-formylchromone with active methylene and methyl compounds and some subsequent reactions of the resulting condensation products.

Journal: Molecules (Basel, Switzerland) 20050831

Title: Catalytic, enantioselective, conjugate alkyne addition.

Journal: Journal of the American Chemical Society 20050713

Title: Cycloaddition of delta2-thiazolines and acyl ketenes under acidic conditions results in bicyclic 1,3-oxazinones and not 6-acylpenams as earlier reported.

Journal: Organic letters 20050317

Title: A Cyclopropabenzenylidenethenone (propadienone) via a new route to alkylidenecycloproparenes.

Journal: Organic letters 20050303

Title: Meldrum's acids as acylating agents in the catalytic intramolecular Friedel-Crafts reaction.

Journal: The Journal of organic chemistry 20050218

Title: One-pot synthesis and chiral analysis of cyclopropane derivatives.

Journal: Chirality 20050101

Title: Procedure for the parallel preparation of 3-imidazo[1,2-a]pyridin-3-yl-propionic acid derivatives involving Meldrum's acid.

Journal: Journal of combinatorial chemistry 20050101

Title: Rh(II)-catalyzed enantioselective cyclopropanation of olefins with dimethyl malonate via in situ generated phenyliodonium ylide.

Journal: Organic letters 20041111

Title: Mechanistic evidence for an alpha-oxoketene pathway in the formation of beta-ketoamides/esters via Meldrum's acid adducts.

Journal: Journal of the American Chemical Society 20041013

Title: Determination of acidity constants of enolisable compounds by capillary electrophoresis.

Journal: Analytical and bioanalytical chemistry 20041001

Title: Gas-phase acidities of disubstituted methanes and of enols of carboxamides substituted by electron-withdrawing groups.

Journal: The Journal of organic chemistry 20040903

Title: Rationale for the acidity of Meldrum's acid. Consistent relation of C-H acidities to the properties of localized reactive orbital.

Journal: The Journal of organic chemistry 20040625

Title: Synthesis and X-ray crystal structure of the dolabellaauricularia peptide dolastatin 18.

Journal: The Journal of organic chemistry 20040611

Title: Highly regio- and chemoselective palladium-catalyzed propargylallylation of activated olefins: a novel route to 1,7-enyne derivatives.

Journal: The Journal of organic chemistry 20040611

Title: A reexamination of Biginelli-like multicomponent condensation reaction: one-pot regioselective synthesis of spiro heterobicyclic rings.

Journal: Molecular diversity 20040101

Title: Asymmetric conjugate addition reactions of Meldrum's acid derived acceptors employing chiral phosphoramidite ligands.

Journal: Organic letters 20031127

Title: 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.

Journal: Journal of the American Chemical Society 20031119

Title: Novel synthetic approach to 6,7-dihydro-5H-imidazo[1,5-a]-pyrazin-8-ones.

Journal: Organic letters 20031016

Title: C,O-dialkylation of Meldrum's acid: synthesis and reactivity of 1,3,7,7-tetramethyl-4H,10H-6,8,9-trioxa-2-thiabenz[f]azulen-5-one.

Journal: The Journal of organic chemistry 20030919

Title: Organocatalytic asymmetric domino knoevenagel/diels-alder reactions: a bioorganic approach to the diastereospecific and enantioselective construction of highly substituted spiro[5,5]undecane-1,5,9-triones.

Journal: Angewandte Chemie (International ed. in English) 20030915

Title: Stereoselective synthesis of optically active bicyclic beta-lactam carboxylic acids that target pilus biogenesis in pathogenic bacteria.

Journal: Organic & biomolecular chemistry 20030421

Title: Palladium-catalyzed asymmetric addition of pronucleophiles to allenes.

Journal: Journal of the American Chemical Society 20030416

Title: Wavelength-dependent photochemistry of Diazo Meldrum's acid and its spirocyclic isomer, Diazirino Meldrum's acid: Wolff rearrangement versus isomerization.

Journal: Journal of the American Chemical Society 20030212

Title: Introducing a novel class of four-component reactions.

Journal: Molecular diversity 20030101

Title: Diastereoselective conjugate additions to pi-allylmolybdenum complexes: a stereocontrolled route to 3,4,5-trisubstituted gamma-butyrolactones.

Journal: Organic letters 20020613

Title: An enantioselective ketene-imine cycloaddition method for synthesis of substituted ring-fused 2-pyridinones.

Journal: The Journal of organic chemistry 20011005

Title: Novel synthesis of bis(phosphonic acid)-steroid conjugates.

Journal: The Journal of organic chemistry 20010601

Title: New insight on the origin of the unusual acidity of Meldrum's acid from ab initio and combined QM/MM simulation study.

Journal: Journal of the American Chemical Society 20010502

Quotation Request
Company Name:
*
Contact Person:
*
Email:
*
Quantity Required:
*
Country:
Additional Info:
SDS
Tags:2033-24-1 Molecular Formula|2033-24-1 MDL|2033-24-1 SMILES|2033-24-1 2,2-Dimethyl-1,3-dioxane-4,6-dione |Organic_Building_Blocks