2231-66-5

Basic information

• Product Name: 2,2-dimethyl-5-(1-methylethylidene)-1,3-dioxane-4,6-dione
• Synonyms: 2,2-dimethyl-5-(1-methylethylidene)-1,3-dioxane-4,6-dione;2,2-Dimethyl-5-isopropylidene-1,3-dioxane-4,6-dione;isopropylidene MeldruM's acid;2,2-diMethyl-5-propan-2-ylidene-1,3-dioxane-4,6-dione;5-Isopropylidene-2,2-dimethyl-[1,3]dioxane-4,6-dione
• CAS NO: 2231-66-5
• Molecular Formula: C₉H₁₂O₄
• Molecular Weight: 184.18918
• EINECS: 218-770-3
• Mol File: 2231-66-5.mol
• Article Data: 21

Chemical Properties

• Melting Point: 128℃ (ethanol )
• Boiling Point: 378°Cat760mmHg
• Flash Point: 199.5°C
• Appearance: /
• Density: 1.138g/cm³
• Vapor Pressure: 6.48E-06mmHg at 25°C
• Refractive Index: 1.464
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2,2-dimethyl-5-(1-methylethylidene)-1,3-dioxane-4,6-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-dimethyl-5-(1-methylethylidene)-1,3-dioxane-4,6-dione(2231-66-5)
• EPA Substance Registry System: 2,2-dimethyl-5-(1-methylethylidene)-1,3-dioxane-4,6-dione(2231-66-5)

Safety Data

• Hazardous Substances Data: 2231-66-5(Hazardous Substances Data)

Usage

General Description

2,2-dimethyl-5-(1-methylethylidene)-1,3-dioxane-4,6-dione is a chemical compound with the molecular formula C9H14O4. It is also known by its common name, diethyl ketomalonate, and is widely used in the pharmaceutical and chemical industries. 2,2-dimethyl-5-(1-methylethylidene)-1,3-dioxane-4,6-dione is a colorless liquid with a fruity odor and is highly reactive due to the presence of two carbonyl groups. It is commonly used as a reagent in organic synthesis and as a precursor for various pharmaceutical compounds. Additionally, it has applications in the production of dyes, perfumes, and flavorings. However, it should be handled with care due to its potential for causing skin and eye irritation.

InChI:InChI=1/C9H12O4/c1-5(2)6-7(10)12-9(3,4)13-8(6)11/h1-4H3

Upstream product

• 2033-24-1 cycl-isopropylidene malonate 
• 67-64-1 acetone 
• 75-65-0 tert-butyl alcohol 
• 109-49-9 5-Hexen-2-one 

Downstream Products

• 356535-58-5 5-(2-p-tolylpropane)-(2,2)-dimethyl-(1,3)-dioxane-4,6-dione 
• 618084-37-0 5-[1-(3,5-dimethoxyphenyl)-1-methylethyl]-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 848610-57-1 5-[1-(2,3-dimethoxyphenyl)-1-methylethyl]-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 1018810-41-7 C₂₁H₂₁BrN₂O₄ 
• 1018810-42-8 C₂₅H₂₄N₂O₄ 
• 1018810-40-6 C₂₂H₂₄N₂O₄ 

Relevant articles and documents

A synthesis of 1-aryl-3,5-dioxo-tetrahydro-1H-pyrazols from reaction of alkyl isocyanides, isopropylidene Meldrum's acid and arylhydrazines

The reaction between alkyl isocyanides and isopropylidene Meldrum's acid in the presence of arylhydrazines leads to functionalised 1-aryl-3,5-dioxo- tetrahydro-1H-pyrazols in good yields.

Alkylidene Meldrum's Acids as Platforms for the Vinylogous Synthesis of Dihydropyranones

Upon Br?nsted base organocatalysis, ketone-derived alkylidene Meldrum's acids proved to be competent vinylogous platforms able to undergo a formal (4+2) cycloaddition reaction with dihydro-2,3-furandione, providing an unprecedented route to 3,6-dihydropyran-2-ones as spiro[4.5]decane derivatives with up to 98 % ee thanks to the commercially available Takemoto catalyst. Preliminary investigation showed that this reaction could be extended to other activated ketones, establishing these alkylidene Meldrum's acids as a novel C4-synthon in the vinylogous series.

GPR40 receptor stimulant, and preparation method, pharmaceutical composition and application thereof

The invention discloses a GPR40 receptor stimulant, and a preparation method, a pharmaceutical composition and application thereof. The invention particularly discloses a GPR40 receptor stimulant shown in general formula (I) and pharmacologically acceptable salt thereof, a preparation process of the compound, a pharmaceutical composition containing the compound of general formula (I), and application of the compound and the pharmaceutical composition in anti-diabetes.

Rapid Access to Thiolactone Derivatives through Radical-Mediated Acyl Thiol-Ene and Acyl Thiol-Yne Cyclization

A new synthetic approach to thiolactones that employs an efficient acyl thiol-ene (ATE) or acyl thiol-yne (ATY) cyclization to convert unsaturated thiocarboxylic acid derivatives into thiolactones under very mild conditions is described. The high overall yields, fast kinetics, high diastereoselectivity, excellent regiocontrol, and broad substrate scope of these reaction processes render this a very useful approach for diversity-oriented synthesis and drug discovery efforts. A detailed computational rationale is provided for the observed regiocontrol.