1115-30-6

Basic information

• Product Name: DIETHYL ACETYLSUCCINATE
• Synonyms: Butanedioic acid,2-acetyl-, 1,4-diethyl ester;acetyl-butanedioicacidiethylester;Diethyl acetosuccinate;Ethyl acetylsuccinate;SUCCINIC ACID, ACETYL-, DIETHYL ESTER;AKOS MSC-0249;ACETYLSUCCINIC ACID DIETHYL ESTER;DEAS
• CAS NO: 1115-30-6
• Molecular Formula: C₁₀H₁₆O₅
• Molecular Weight: 216.23
• EINECS: 214-223-8
• Product Categories: Pharmaceutical Intermediates;C10 to C11;Carbonyl Compounds;Esters
• Mol File: 1115-30-6.mol
• Article Data: 15

Chemical Properties

• Melting Point: -8 °C
• Boiling Point: 180-183 °C50 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear slightly yellow/Liquid
• Density: 1.081 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0167mmHg at 25°C
• Refractive Index: n20/D 1.435(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 10.63±0.59(Predicted)
• Water Solubility: 15g/L at 20℃
• CAS DataBase Reference: DIETHYL ACETYLSUCCINATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIETHYL ACETYLSUCCINATE(1115-30-6)
• EPA Substance Registry System: DIETHYL ACETYLSUCCINATE(1115-30-6)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• TSCA: Yes
• HazardClass: IRRITANT
• Hazardous Substances Data: 1115-30-6(Hazardous Substances Data)

Usage

Chemical Properties

CLEAR SLIGHTLY YELLOW LIQUID

Uses

Diethyl 2-Acetylsuccinate functions as a reagent in the synthesis of Coumarin and Coumarin-3-acetic acid derivatives that exhibites antimicrobial activities against variety of gram positive and gram negative bacteria.

Synthesis Reference(s)

The Journal of Organic Chemistry, 17, p. 1009, 1952 DOI: 10.1021/jo50007a016

InChI:InChI=1/C10H16O5/c1-4-14-9(12)6-8(7(3)11)10(13)15-5-2/h8H,4-6H2,1-3H3/t8-/m0/s1

Upstream product

• 75-07-0 acetaldehyde 
• 141-05-9 Diethyl maleate 
• 1007476-32-5 sodium ethyl acetylacetate enolate 
• 105-36-2 ethyl bromoacetate 
• 623-73-4 diazoacetic acid ethyl ester 
• 141-97-9 ethyl acetoacetate 
• 105-39-5 chloroacetic acid ethyl ester 
• 623-48-3 ethyl iodoacetae 
• 623-91-6 diethyl Fumarate 
• 94-36-0 dibenzoyl peroxide 

Downstream Products

• 79-91-4 terebic acid 
• 6946-63-0 2-methyl-5-oxo-1-pentyl-4,5-dihydro-pyrrole-3-carboxylic acid ethyl ester 
• 109504-99-6 (3,5-dimethyl-7-oxo-2-phenyl-4,7-dihydro-pyrazolo[1,5-a]pyrimidin-6-yl)-acetic acid ethyl ester 
• 51671-49-9 Ethyl 3-ethoxycarbonyl-4-benzylamino-3-pentenoat 
• 16880-40-3 4-Benzylimino-3-ethoxycarbonylpentansaeureethylester 
• 58142-20-4 (4-isobutyl-2-oxo-3-cyclohexen-1-yl)acetic acid 
• 32298-34-3 (2-methoxy benzyl) succinic acid 
• 58737-79-4 (4-methyl-6-oxo-2-phenyl-1,6-dihydro-pyrimidin-5-yl)-acetic acid ethyl ester 
• 123-76-2 levulinic acid 
• 110-15-6 succinic acid 
• 110590-88-0 bis-phenylhydrazono-succinic acid diethyl ester 
• 87499-20-5 diethyl oxalacetate p-tolylhydrazone 
• 16880-43-6 3-Hydroxy-5-methyl-isoxazol-4-acetamid 
• 31526-76-8 2-(4-Acetoxy-2-acetylbutyl)-1-methoxy-3-oxocyclohexen 

Relevant articles and documents

A NEW METHOD FOR THE SYNTHESIS OF LEVULINIC ACID

A two-step method is described for the synthesis of levulinic acid from ethyl acetoacetate and ethyl chloroacetate in 70percent yield.

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Preparation of coumarin derivative thereof for the application of the major diseases in the brain

The invention discloses novel coumarin compounds and pharmaceutically acceptable salts thereof, the preparation method of the compounds, pharmaceutical compositions containing the compounds, and application of the compounds to preparation of medicaments for prevention or treatment of cerebral diseases, especially prevention or treatment of diseases related to neuron damage and neuroinflammation, and prevention or treatment of Parkinson's disease, dementia, cerebral ischemia, depression and cerebral apoplexy.

Copper(II) triflate catalyzed amination and aziridination of 2-Alkyl substituted 1,3-dicarbonyl compounds

A method to prepare α-acyl-β-amino acid and 2,2-diacyl aziridine derivatives efficiently from Cu(OTf)2 + 1,10-phenanthroline (1,10-phen)-catalyzed amination and aziridination of 2-alkyl substituted 1,3-dicarbonyl compounds with PhI=NTs is described. By taking advantage of the orthogonal modes of reactivity of the substrate through slight modification of the reaction conditions, a divergence in product selectivity was observed. In the presence of 1.2 equiv of the iminoiodane, amination of the allylic C-H bond of the enolic form of the substrate, formed in situ through coordination to the Lewis acidic metal catalyst, was found to selectively occur and give the β-aminated adduct. On the other hand, increasing the amount of the nitrogen source from 1.2 to 2-3 equiv was discovered to result in preferential formal aziridination of the C-C bond of the 2-alkyl substituent of the starting material and formation of the aziridine product.