5-Ethoxydihydro-2(3H)-furanone

Base Information

• Chemical Name: 5-Ethoxydihydro-2(3H)-furanone
• CAS No.: 932-85-4
• Molecular Formula: C6H10O3
• Molecular Weight: 130.14200
• Hs Code.: 2932209090
• NSC Number: 611096
• DSSTox Substance ID: DTXSID40326716
• Nikkaji Number: J109.078J
• Wikidata: Q27159514
• Metabolomics Workbench ID: 44756
• Mol file: 932-85-4.mol

Synonyms:5-ethoxyoxolan-2-one;5-Ethoxydihydro-2(3H)-furanone;932-85-4;2(3H)-Furanone, 5-ethoxydihydro-;5-Ethoxy-4,5-dihydro-2(3H)furanone;5-Ethoxy-4,5-dihydro-2(3H)-furanone;NSC611096;4-Ethoxy-g-butyrolactone;.gamma.-Ethoxybutyrolactone;SCHEMBL2317576;4-Ethoxy-.gamma.-butyrolactone;CHEBI:87307;DTXSID40326716;laquo gammaRaquo -ethoxybutyrolactone;NSC-611096;4-Ethoxy-laquo gammaRaquo -butyrolactone;4-Ethoxy-4-hydroxybutyric acid g-lactone;Q27159514;Butanoic acid, 4-oxo-, ethyl hemiacetal, .gamma.-lactone

Chemical Property of 5-Ethoxydihydro-2(3H)-furanone

Chemical Property:

• PSA: 35.53000
• LogP: 0.68600
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 130.062994177
• Heavy Atom Count: 9
• Complexity: 111

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1CCC(=O)O1

Technology Process of 5-Ethoxydihydro-2(3H)-furanone

There total 14 articles about 5-Ethoxydihydro-2(3H)-furanone 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: 66.0%

Iodoacetic acid (64-69-7) + ethyl vinyl ether (109-92-2,25104-37-4) → γ-ethoxy-γ-butyrolactone (932-85-4)

Guidance literature:

With C₁₆H₁₁BBr₂F₂N₂O; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; Reagent/catalyst; Inert atmosphere; Irradiation;

DOI:10.1021/acs.joc.1c01598

Reference yield: 36.0%

tributylstannyl iodoacetate (73927-91-0) + ethyl vinyl ether (109-92-2,25104-37-4) → γ-ethoxy-γ-butyrolactone (932-85-4)

Guidance literature:

2,2'-azobis(isobutyronitrile); In benzene; for 8h; Heating;

DOI:10.1016/0040-4039(84)80035-0

Reference yield:

tributylstannyl iodoacetate (73927-91-0) + ethyl vinyl ether (109-92-2,25104-37-4) → γ-ethoxy-γ-butyrolactone (932-85-4) + ethyl 4-oxobutanoate (10138-10-0)

Guidance literature:

2,2'-azobis(isobutyronitrile); In benzene; for 8h; Yield given. Yields of byproduct given; Heating;

DOI:10.1016/S0040-4020(01)97182-0

upstream raw materials:

diethyl ether

1-methyl-4-nitrosobenzene

ethyl 2-ethoxy-cyclopropanecarboxylate

2-ethoxycyclopropanecarboxylic acid

Downstream raw materials:

ethyl 4-oxobutanoate

Refernces

• 1、 Garciá-Santos, William H.,Ordó?ez-Hernández, Javier,Farfán-Paredes, Mónica,Castro-Cruz, Hiram M.,Maciás-Ruvalcaba, Norma A.,Farfán, Norberto,Cordero-Vargas, Alejandro. "Dibromo-BODIPY as an Organic Photocatalyst for Radical-Ionic Sequences". . p. 16315 - 16326. Retrieved 2021/11/18.
• 2、 Kraus, George A.,Landgrebe, Kevin. "STANNYL ESTER CYCLIZATIONS". . p. 4039 - 4046. Retrieved 2007/10/02.