Ethyl 4-acetoxybutanoate

Base Information

• Chemical Name: Ethyl 4-acetoxybutanoate
• CAS No.: 25560-91-2
• Molecular Formula: C8H14 O4
• Molecular Weight: 174.197
• Hs Code.: 2918990090
• UNII: R622BPD8K6
• DSSTox Substance ID: DTXSID50402111
• Nikkaji Number: J920.086J
• Wikipedia: Ethyl acetoxy butanoate,Ethyl_acetoxy_butanoate
• Wikidata: Q82205481
• Mol file: 25560-91-2.mol

Synonyms:ETHYL 4-ACETOXYBUTANOATE;25560-91-2;Ethyl 4-acetyloxybutanoate;Ethyl 4-Acetoxybutyrate;4-Acetoxybutyric Acid Ethyl Ester;Ethyl 4-(Acetyloxy)butyrate;ethyl 4-(acetyloxy)butanoate;Ethyl acetoxy butanoate;R622BPD8K6;Butanoic acid,4-(acetyloxy)-, ethyl ester;Butyric acid, 4-hydroxy-, ethyl ester, acetate;UNII-R622BPD8K6;4-(Acetyloxy)butanoic Acid Ethyl Ester;SCHEMBL1594363;DTXSID50402111;4-(Acetyloxy)butyric acid ethyl ester;AKOS006282367;Butanoic acid, 4-(acetyloxy)-, ethyl ester;FT-0626063;A817903;J-016047

Chemical Property of Ethyl 4-acetoxybutanoate

Chemical Property:

• Vapor Pressure: 0.0637mmHg at 25°C
• Refractive Index: 1.422
• Boiling Point: 105-108°C@6mmHg.
• Flash Point: 107.4°C
• PSA: 52.60000
• Density: 1.039g/cm³
• LogP: 0.89280
• Storage Temp.: Refrigerator
• Solubility.: Acetone (Sparingly), Chloroform (Slightly), Methanol
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 174.08920892
• Heavy Atom Count: 12
• Complexity: 153

Purity/Quality:

99% ^*data from raw suppliers

Ethyl4-Acetoxybutanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCCOC(=O)C
• Uses: Ethyl 4-Acetoxybutanoate (cas# 25560-91-2) is a compound useful in organic synthesis.

Technology Process of Ethyl 4-acetoxybutanoate

There total 3 articles about Ethyl 4-acetoxybutanoate 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: 62.0%

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7,594837-91-9,98634-97-0,313643-49-1) → 4-butanolide (96-48-0) + 5-Hydroxy-2-pentanone (1071-73-4) + ethyl 4-hydroxybutanoate (999-10-0) + ethyl 4-(acetyloxy)butanoate (25560-91-2)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 200 ℃; for 2h;

Reference yield: 57.0%

4-butanolide (96-48-0) + ethyl acetate (141-78-6) → ethyl 4-hydroxybutanoate (999-10-0) + ethyl 4-(acetyloxy)butanoate (25560-91-2) + ethyl 2-acetyl-4-acetoxybutyrate (87418-30-2)

Guidance literature:

With sodium ethanolate; at -50 ℃;

Reference yield:

4-butanolide (96-48-0) + sodium ethanolate (141-52-6) + ethyl acetate (141-78-6) → 3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7,594837-91-9,98634-97-0,313643-49-1) + 5-Hydroxy-2-pentanone (1071-73-4) + ethyl 4-hydroxybutanoate (999-10-0) + ethyl 4-(acetyloxy)butanoate (25560-91-2) + ethyl acetoacetate (141-97-9) + α-(2-Tetrahydrofuranylidene)-γ-butyrolactone (65652-24-6)

Guidance literature:

at 100 ℃; for 0.5h; under 1064 Torr; Product distribution; various molar ratio of the reagents, other temp., other pressure, other time;

DOI:10.1007/BF00771645

upstream raw materials:

4-butanolide

sodium ethanolate

ethyl acetate

3-acetyl-2-oxo-4,5-dihydrofuran

Downstream raw materials:

3-[1-(p-Bromobenzyl)-5-methoxy-2-methylindol-3-yl]propanoic acid

Refernces

• 1、 Lipkin, M. A.,Markevich, V. S.. "LOW-TEMPERATURE CONDENSATION OF γ-BUTYROLACTONE WITH ETHYL ACETATE". . p. 2218 - 2219. Retrieved 2007/10/02.