Ethyl 2-oxovalerate

Base Information

• Chemical Name: Ethyl 2-oxovalerate
• CAS No.: 50461-74-0
• Molecular Formula: C7H12O3
• Molecular Weight: 144.17
• Hs Code.: 2918300090
• European Community (EC) Number: 256-593-3
• DSSTox Substance ID: DTXSID40198490
• Nikkaji Number: J132.341E
• Wikidata: Q72476570
• Mol file: 50461-74-0.mol

Synonyms:Ethyl 2-oxovalerate;50461-74-0;ethyl 2-oxopentanoate;Ethyl 2-oxo-pentanoate;Ethyl2-oxovalerate;Pentanoic acid, 2-oxo-, ethyl ester;ETHYL-2-OXO-PENTANOATE;EINECS 256-593-3;2-Oxopentanoic acid ethyl ester;ethyl 2-ketopentanoate;ethyl alpha-ketovalerate;2-Oxovaleric acid ethyl ester;SCHEMBL112407;2-oxo-Pentaroic acid ethyl ester;DTXSID40198490;MFCD06410882;AKOS006292052;AB25061;2-OXO-PENTANOIC ACID ETHYL ESTER;AS-11657;FT-0601955;EN300-134957;W-105959

Chemical Property of Ethyl 2-oxovalerate

Chemical Property:

• Appearance/Colour: Light yellow oil liquid
• Vapor Pressure: 0.808mmHg at 25°C
• Refractive Index: 1.415
• Boiling Point: 182.5 °C at 760 mmHg
• Flash Point: 71.4 °C
• PSA: 43.37000
• Density: 0.996 g/cm³
• LogP: 0.91870
• Storage Temp.: 2-8°C
• Solubility.: Chloroform, DMSO, Methanol
• XLogP3: 1.2
• 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:

98%,99%, ^*data from raw suppliers

Ethyl2-Oxopentanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(=O)C(=O)OCC
• Uses: Ethyl 2-oxopentanoate is used as a reagent to synthesize selective CB1 cannabinoid receptor antagonists. Ethyl 2-oxopentanoate is also used to synthesize derivatives of iminodiacid, an inhibitor of angiotensin converting enzyme.

Technology Process of Ethyl 2-oxovalerate

There total 15 articles about Ethyl 2-oxovalerate 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: 95.0%

ethyl butyroyl acetate (3249-68-1) → ethyl 2-oxovalerate (50461-74-0)

Guidance literature:

With aluminum (III) chloride; Oxone; In water; at 20 ℃; for 0.333333h;

DOI:10.1021/jo4009047

Reference yield: 78.0%

Ethyl 2-azido pentanoate (79584-44-4) → ethyl 2-oxovalerate (50461-74-0)

Guidance literature:

With lithium ethoxide; In tetrahydrofuran; ethanol;

DOI:10.1016/S0040-4020(97)10117-X

Reference yield: 71.0%

2-oxopentanoic acid (1821-02-9) → ethyl 2-oxovalerate (50461-74-0)

Guidance literature:

With ethanol; toluene-4-sulfonic acid; In water; toluene; at 80 ℃; for 3h; Heating / reflux;

upstream raw materials:

2-Ethyl-3-oxo-succinic acid diethyl ester

1-ethoxy-pent-1-yne

N-(1-oxo-1-aethoxy-2-pentyl)-N-phenyl-N-trifluormethansulfonamid

n-propylmagnesium bromide

Downstream raw materials:

3-bromo-2-oxo-pentanoic acid ethyl ester

2-phenylhydrazono-valeric acid ethyl ester

ethyl 2-hydroxy-n-valerate

(E)-ethyl 2-[2-(4-nitrophenyl)hydrazono]pentanoate

Refernces

• 1、 Stergiou, Anastasios,Bariotaki, Anna,Kalaitzakis, Dimitris,Smonou, Ioulia. "Oxone-mediated oxidative cleavage of β-keto esters and 1,3-diketones to α-keto esters and 1,2-diketones in aqueous medium". . p. 7268 - 7273. Retrieved 2013/08/15.
• 2、 -. "PROCESS FOR PREPARING a-KETO ACIDS AND DERIVATIVES THEREOF". Page/Page column 7. . Retrieved 2009/04/24.