Ethyl propionylacetate

Base Information

• Chemical Name: Ethyl propionylacetate
• CAS No.: 4949-44-4
• Molecular Formula: C7H12O3
• Molecular Weight: 144.17
• Hs Code.: 29183000
• European Community (EC) Number: 225-593-5
• NSC Number: 78662,7251
• UNII: P45XZ5RD8B
• DSSTox Substance ID: DTXSID20197800
• Nikkaji Number: J132.345H
• Wikidata: Q72476979
• Mol file: 4949-44-4.mol

Synonyms:Ethyl propionylacetate;Ethyl 3-oxopentanoate;4949-44-4;Ethyl 3-oxovalerate;Pentanoic acid, 3-oxo-, ethyl ester;3-Oxopentanoic acid ethyl ester;Ethyl 3-oxo-n-valerate;3-oxo-pentanoic acid ethyl ester;Ethyl Propanoylacetate;3-Ketovaleric Acid Ethyl Ester;NSC-7251;EINECS 225-593-5;MFCD00009317;NSC-78662;AI3-30964;ethyl propanylacetate;ethyl propionoylacetate;ethyl-3-oxopentanoate;Ethyl 3-Ketopentanoate;ethyl 3-oxo-pentanoate;Ethyl 3-oxopentanoate #;P45XZ5RD8B;Ethyl propionylacetate, 97%;Ethyl-gamma-methylacetoacetate;SCHEMBL181997;3-Oxovaleric Acid Ethyl Ester;Propionylacetic Acid Ethyl Ester;UDRCONFHWYGWFI-UHFFFAOYSA-;DTXSID20197800;NSC7251;3-keto-n-valeric acid ethyl ester;NSC 7251;NSC78662;Valeric acid, 3-oxo-, ethyl ester;BBL100735;NSC 78662;STL554529;AKOS005255091;CS-W019881;DS-1602;alpha-methylacetylacetic acid ethyl ester;HY-78211;SY008856;FT-0615940;K0031;EN300-81762;A26321;Aceticacid,2-(2-propen-1-yloxy)-,ethyl ester;Ethyl 3-oxovalerate, purum, >=97.0% (GC);ACETICACID, 2-(2-PROPEN-1-YLOXY)-, ETHYL ESTER;F8889-9376;Z839817064

Chemical Property of Ethyl propionylacetate

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 0.475mmHg at 25°C
• Refractive Index: n20/D 1.422(lit.)
• Boiling Point: 192.988 °C at 760 mmHg
• PKA: 10.58±0.46(Predicted)
• Flash Point: 77.778 °C
• PSA: 43.37000
• Density: 0.996 g/cm³
• LogP: 0.91870
• Storage Temp.: Refrigerator
• Solubility.: Miscible with glacial acetic acid.
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 144.078644241
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

99% ^*data from raw suppliers

Ethyl propionylacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(=O)CC(=O)OCC
• Uses: An intermediate of Rosuvastatin. 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. 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.

Technology Process of Ethyl propionylacetate

There total 44 articles about Ethyl propionylacetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

ethyl acetoacetate (141-97-9) + methyl iodide (74-88-4) → ethyl propanoylacetate (4949-44-4)

Guidance literature:

With n-butyllithium; sodium hydride; In tetrahydrofuran; hexane; at 25 ℃; for 0.5h;

DOI:10.1016/j.bmc.2004.01.001

Reference yield: 85.0%

(2-ethyl-[1,3]oxathiolan-2-yl)-acetic acid ethyl ester → ethyl propanoylacetate (4949-44-4)

Guidance literature:

With bis-[(trifluoroacetoxy)iodo]benzene; sodium iodide; In dichloromethane; at 20 ℃; for 0.25h;

DOI:10.1080/00304949909355341

Reference yield: 74.0%

1-(3,5-dimethyl-1H-pyrazol-1-yl)propan-1-one (37612-61-6) + ethyl bromoacetate (105-36-2) → ethyl propanoylacetate (4949-44-4)

Guidance literature:

With zinc; In tetrahydrofuran; for 1h; Heating;

upstream raw materials:

ethanol

3-oxo-pentanenitrile

1,1-dichloro-pent-1-en-3-one

sodium ethanolate

Downstream raw materials:

6-ethyl-2,3-dihydro-2-thioxopyrimidin-4(1H)-one

ethyl 4-acetyl-3-ethyl-5-methyl-1H-pyrrole-2-carboxylate

2-methyl-3-[4-(methoxy)phenyl]cyclopent-2-ene-1-one

5-ethyl-3-phenylisoxazole-4-carboxylic acid

Refernces

• 1、 Zheng, Xuehua,Jiang, Zan,Li, Xiaolin,Zhang, Chen,Li, Zhe,Wu, Yinuo,Wang, Xinhua,Zhang, Chao,Luo, Hai-bin,Xu, Jun,Wu, Deyan. "Screening, synthesis, crystal structure, and molecular basis of 6-amino-4-phenyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitriles as novel AKR1C3 inhibitors". supporting information. p. 5934 - 5943. Retrieved 2018/11/23.
• 2、 Erbing, Elis,Vázquez-Romero, Ana,Bermejo Gómez, Antonio,Platero-Prats, Ana E.,Carson, Fabian,Zou, Xiaodong,Tolstoy, P?ivi,Martín-Matute, Belén. "General, Simple, and Chemoselective Catalysts for the Isomerization of Allylic Alcohols: The Importance of the Halide Ligand". supporting information. p. 15659 - 15663. Retrieved 2016/10/25.