20082-91-1

Basic information

• Product Name: 4,4-diethoxybutan-2-one
• Synonyms: 4,4-Diethoxy-2-butanone;4,4-Diethoxybutane-2-one;Einecs 243-507-4;2-Butanone, 4,4-diethoxy-
• CAS NO: 20082-91-1
• Molecular Formula: C₈H₁₆O₃
• Molecular Weight: 160.2108
• EINECS: 243-507-4
• Mol File: 20082-91-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 214.4 °C at 760 mmHg
• Flash Point: 73.7 °C
• Appearance: /
• Density: 0.937 g/cm³
• Vapor Pressure: 0.156mmHg at 25°C
• Refractive Index: 1.412
• CAS DataBase Reference: 4,4-diethoxybutan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4-diethoxybutan-2-one(20082-91-1)
• EPA Substance Registry System: 4,4-diethoxybutan-2-one(20082-91-1)

Safety Data

• Hazardous Substances Data: 20082-91-1(Hazardous Substances Data)

Usage

General Description

4,4-Diethoxybutan-2-one, also known as DEBK, is an organic chemical compound with the molecular formula C8H16O3. It is classified under the ketones category, which are characterized by their carbonyl group bonded to two other carbon atoms. Its IUPAC name is 4,4-diethoxybutan-2-one, a reflection of its unique molecular structure: a four-carbon butanone molecule containing two ethoxy groups bonded to the terminal carbon. It appears as a clear colorless liquid and is used in the synthesis of a variety of chemical products in the laboratory, primarily serving as an intermediate in organic synthesis due to its reactivity and versatility. The chemical and physical properties of DEBK render it a valuable substance in several areas of research and application.

InChI:InChI=1/C8H16O3/c1-4-10-8(11-5-2)6-7(3)9/h8H,4-6H2,1-3H3

Upstream product

• 64-17-5 ethanol 
• 4643-20-3 (E)-4-chloro-3-buten-2-one 
• 41616-93-7 1,1,3,3-tetraethoxy-butane 
• 74-96-4 ethyl bromide 
• 51731-17-0 trans-4-methoxy-3-buten-2-one 
• 41125-09-1 3-oxo-butyraldehyde; sodium enolate 
• 1478-41-7 diethoxycarbonium fluoroborate 
• 67-64-1 acetone 
• 1833-53-0 2-(Trimethylsilyloxy)propene 
• 122-51-0 orthoformic acid triethyl ester 
• 97674-28-7 ethoxy-3-methyl-1,2-dioxolane 
• 5930-98-3 4-trimethylsilyl-3-butyn-2-one 
• 141-52-6 sodium ethanolate 
• 5436-21-5 acetylacetaldehyde dimethyl acetal 

Downstream Products

• 779-90-8 1,3,5-triacetylbenzene 
• 4241-27-4 2-hydroxy-6-methylnicotinonitrile 
• 101448-11-7 3-Hydroxy-3-methyl-5--pentin-(4)-al-(1)-diethylacetal 
• 1759-30-4 6-Methyl-thieno<2,3-b>pyridin 
• 23074-57-9 4-ethoxybut-3-en-2-one 
• 75-00-3 chloroethane 
• 88972-21-8 (1-Ethoxy-3-oxo-butyl)-phosphonic acid diethyl ester 
• 762-04-9 phosphonic acid diethyl ester 
• 87005-16-1 2-nitro-3-oxobutanal 
• 122834-82-6 Benzoic acid N'-(2-benzoyl-5-methyl-3,4-dihydro-2H-pyrazol-3-yl)-hydrazide 
• 74399-43-2 (trimethyl-2,6,6 cyclohexene-1 yl)-9 diethoxy-1,1 dimethyl-3,7 hydroxy-7 nonatriene-3,5,8 
• 3284-51-3 ethyl 5-methyl-1H-pyrrole-2-carboxylate 
• 89206-78-0 2-<1-(diethoxyphosphinyl)-3,3-diethoxy-1-methylpropoxy>-1,3,2-benzodioxaphosphole 
• 74-87-3 methylene chloride 

Relevant articles and documents

Ozonolysis of Enol Ethers. Formation of 3-Alkoxy-1,2-dioxolanes by Concerted Addition of a Carbonyl Oxide to an Enol Ether

The ozonolyses of methyl vinyl ether, ethyl vinyl ether, and ethyl isopropenyl ether were studied in a variety of solvents.Alkoxy-1,2,4-trioxolanes and alkoxy-1,2-dioxolanes were the main products in pentane and ester solvents.These products arose from the carbonyl oxide (H2COO) produced upon ozonolysis undergoing 1,3-cycloaddition reactions with esters and activated olefins (enol ethers).From additional trapping experiments, the following relative dipolarophilicities toward the carbonyl oxide were inferred: aldehydes > enol ethers > esters - ca. ketones.Ozonolysis of stereolabeled ethyl vinyl-2-d1 ether gave ethoxy-1,2-dioxolane with retention of the alkene configuration at the -CHDCH(OEt)- linkage.This is the first example where stereospecificity, implying concertedness, has been directly observed for a reaction of a carbonyl oxide with a substrate.These results are consistent with the Criegee mechanism and extend it to the ozonolysis of enol ethers.

3,3-SPIROINDOLINONE DERIVATIVES

There are provided compounds of the general formulas wherein X, Y, R1, R2, R3, R4 and R5 are as described herein. The compounds exhibit anticancer activity.

DERIVATIVES OF BIACETYLENE. XLV. REACTION OF BIACETYLENE AND 1-METHOXY-1-BUTEN-3-YNE WITH DIETHYLENE GLYCOL

The nucleophilic addition of diethylene glycol to biacetylene and methoxybutenyne and the electrophilic reaction of methoxybutenyne with diethylene glycol were investigated.In the presence of alkali two molecules of diethylene glycol add to biacetylene and methoxybutenyne.In the presence of mercury sulfate and water the reaction leads to the formation of a linear β-keto acetal.