4949-44-4

Basic information

• Product Name: Ethyl propionylacetate
• Synonyms: PROPIONYLACETIC ACID ETHYL ESTER;3-oxo-pentanoicacidethylester;Ethyl 3-oxo-n-valerate;Pentanoic acid, 3-oxo-, ethyl ester;3-OXOVALERIC ACID ETHYL ESTER;3-KETOVALERIC ACID ETHYL ESTER;3-KETO-N-VALERIC ACID ETHYL ESTER;ETHYL 3-OXOPENTANOATE
• CAS NO: 4949-44-4
• Molecular Formula: C₇H₁₂O₃
• Molecular Weight: 144.17
• EINECS: 225-593-5
• Product Categories: Acetics acid and esters;C6 to C7;Carbonyl Compounds;Esters;Aliphatics;Building Blocks;C6 to C7;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 4949-44-4.mol
• Article Data: 30

Chemical Properties

• Boiling Point: 83-84 °C12 mm Hg(lit.)
• Flash Point: 172 °F
• Appearance: Clear colorless to pale yellow/Liquid
• Density: 1.012 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.475mmHg at 25°C
• Refractive Index: n20/D 1.422(lit.)
• Storage Temp.: Refrigerator
• Solubility: Miscible with glacial acetic acid.
• PKA: 10.58±0.46(Predicted)
• Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
• BRN: 970270
• CAS DataBase Reference: Ethyl propionylacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl propionylacetate(4949-44-4)
• EPA Substance Registry System: Ethyl propionylacetate(4949-44-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• TSCA: T
• HazardClass: IRRITANT
• Hazardous Substances Data: 4949-44-4(Hazardous Substances Data)

Usage

Chemical Properties

colourless liquid

Uses

Different sources of media describe the Uses of 4949-44-4 differently. You can refer to the following data:
1. An intermediate of Rosuvastatin.
2. Ethyl propionylacetate acts as a precursor used in the preparation of 1-ethyl- and 1-n-propyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acid bearing one or two substituents on the benzene ring. Further, it is used to prepare 3-propionyl-2H-cyclohepta[b]furan-2-one.
3. Ethyl propionylacetate has been used in the synthesis of 1-ethyl- and 1-n-propyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acid bearing one or two substituents on the benzene ring.

General Description

Ethyl propionylacetate reacts with tropolone p-toluenesulfonate in the presence of sodium ethoxide to give 3-propionyl-2H-cyclohepta[b]furan-2-one.

InChI:InChI=1/C7H12O3/c1-3-6(8)5-7(9)10-4-2/h3-5H2,1-2H3

Upstream product

• 64-17-5 ethanol 
• 33279-01-5 3-oxo-pentanenitrile 
• 60-29-7 diethyl ether 
• 79-03-8 propionyl chloride 
• 141-78-6 ethyl acetate 
• 21633-77-2 diethyl 2-propionylmalonate 
• 802294-64-0 propionic acid 
• 4303-71-3 triphenylmethyl sodium 
• 105-37-3 Ethyl propionate 
• 105-53-3 diethyl malonate 
• 141-97-9 ethyl acetoacetate 
• 74-88-4 methyl iodide 
• 60420-27-1 N-propionyloxazolidin-2-one 
• 105-36-2 ethyl bromoacetate 

Downstream Products

• 104439-88-5 5-ethyl-2-methyl-1-phenyl-1,2-dihydro-pyrazol-3-one 
• 67244-24-0 ethyl 2-propyl-propionylacetate 
• 53939-83-6 6-ethyl-2,3-dihydro-2-thioxopyrimidin-4(1H)-one 
• 916319-06-7 5-ethyl-2-phenyl-1,2-dihydro-pyrazol-3-one 
• 37013-86-8 ethyl 4-acetyl-3-ethyl-5-methyl-1H-pyrrole-2-carboxylate 
• 23328-64-5 4-ethyl-2,6-dihydroxy-nicotinonitrile 
• 64231-10-3 4-ethyl-7-hydroxy-2H-1-benzopyran-2-one 
• 2027-41-0 3-ethyl-isoxazole-4,5-dione 4-m-tolylhydrazone 
• 2292-41-3 3-ethyl-isoxazole-4,5-dione 4-o-tolylhydrazone 
• 57817-29-5 (7-chloro-1-ethyl-8-methyl-1,3,4,9-tetrahydro-pyrano[3,4-b]indol-1-yl)-acetic acid 
• 41340-25-4 etodolac 
• 57817-27-3 (1-ethyl-8-propyl-1,3,4,9-tetrahydro-pyrano[3,4-b]indol-1-yl)-acetic acid 
• 91961-52-3 3-(4-chloro-phenyl)-5-ethyl-isoxazole-4-carboxylic acid 
• 66892-71-5 4-ethyl-4-methyl-2-phenyl-6,7-dihydro-4H-pyrano[4,3-d]thiazole 

Relevant articles and documents

Enones with Strained Double Bonds. 5. The 2-Methylbicyclonon-1-en-3-one System

Reaction of the bromo ketone 8 with Et3N resulted in the generation of solutions containing the strained enone 9.Enone 9 could be trapped with furan to form Diels-Alder adducts 10 and 11.However, enone 9 was consumed more rapidly in a reaction that formed the dimeric diketone 12.This dimeric product 12 is believed to be formed by an ene reaction (see structure 14) that occurs under mild conditions.

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Chemoenzymatic asymmetric synthesis of pregabalin precursors via asymmetric bioreduction of β-cyanoacrylate esters using ene-reductases

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