5-Acetyldihydrofuran-2(3H)-one

Base Information

• Chemical Name: 5-Acetyldihydrofuran-2(3H)-one
• CAS No.: 29393-32-6
• Molecular Formula: C6H8O3
• Molecular Weight: 128.128
• Hs Code.: 2932209090
• European Community (EC) Number: 249-603-2
• DSSTox Substance ID: DTXSID00951927
• Nikkaji Number: J21.689E
• Metabolomics Workbench ID: 48045
• Mol file: 29393-32-6.mol

Synonyms:5-acetyloxolan-2-one;29393-32-6;5-Acetyldihydrofuran-2(3H)-one;5-Acetyltetrahydrofuran-2-One;SOLERONE;2(3H)-Furanone, 5-acetyldihydro-;5-Acetyldihydro-2(3H)-furanone;xi-5-Acetyltetrahydro-2(3H)-furanone;5-Acetyl-gamma-butryolactone;EINECS 249-603-2;4-Hydroxy-5-oxohexanoic acid lactone;4-Hydroxy-5-oxohexanoic acid gamma-lactone;AI3-25454;Hexanoic acid, 4-hydroxy-5-oxo-, gamma-lactone;SCHEMBL274337;DTXSID00951927;CHEBI:173479;MFCD00276569;4-Hydroxy-5-ketohexanoic acid lactone;AKOS006230435;Hexanoic acid, 4-hydroxy-5-oxo-, lactone;CS-0246380;FT-0619940;EN300-323132

Chemical Property of 5-Acetyldihydrofuran-2(3H)-one

Chemical Property:

• Vapor Pressure: 0.00265mmHg at 25°C
• Refractive Index: 1.458
• Boiling Point: 286.3 °C at 760 mmHg
• Flash Point: 128.2 °C
• PSA: 43.37000
• Density: 1.191 g/cm³
• LogP: 0.28100
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Sparingly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 128.047344113
• Heavy Atom Count: 9
• Complexity: 150

Purity/Quality:

98%Min ^*data from raw suppliers

5-Acetyloxolan-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1CCC(=O)O1

Technology Process of 5-Acetyldihydrofuran-2(3H)-one

There total 8 articles about 5-Acetyldihydrofuran-2(3H)-one 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: 69.0%

2-butoxy-6-methyl-3,4-dihydro-2H-pyran → γ-acetyl-γ-butyrolactone (29393-32-6)

Guidance literature:

2-butoxy-6-methyl-3,4-dihydro-2H-pyran; With 3,3-dimethyldioxirane; In dichloromethane; acetone; at 0 - 20 ℃;

With Jones reagent; In acetone; at 0 - 20 ℃;

DOI:10.1016/j.tet.2009.04.013

Reference yield: 60.0%

3,4-dihydro-6-methyl-2H-pyran-2-one (3740-59-8) → γ-acetyl-γ-butyrolactone (29393-32-6)

Guidance literature:

With [hydroxy(tosyloxy)iodo]benzene; water; toluene-4-sulfonic acid; In acetonitrile; at 20 ℃; for 0.5h;

DOI:10.1021/acs.orglett.9b01893

Reference yield: 40.0%

l'ethoxy-2 methyl-6 dihydro-3,4 2H pyrrane (52438-71-8) → γ-acetyl-γ-butyrolactone (29393-32-6)

Guidance literature:

l'ethoxy-2 methyl-6 dihydro-3,4 2H pyrrane; With sodium hypochlorite; 4-Phenylpyridine 1-oxide; R,R-Jacobsen's catalyst; In dichloromethane; at 0 ℃; pH=Ca. 11.5; aq. buffer;

With Jones reagent; In acetone;

DOI:10.1016/j.tet.2009.04.013

upstream raw materials:

4-bromo-5-oxohexanoic acid

3,4-dihydro-6-methyl-2H-pyran-2-one

γ-(1-ethoxyvinyl)-α-(ethoxycarbonyl)-γ-butyrolactone

hexa-4,5-dienoic acid

Refernces

• 1、 Martishonok, V. V.,Grinkevich, O. A.,Biba, V. I.,Bubel, O. N.. "CONDENSATION OF 2-(1-ETHOXYVINYL)OXIRANES WITH SODIOMALONIC ESTER AND DECARBOXYLATION OF THE REACTION PRODUCTS OBTAINED". . p. 18 - 21. Retrieved 1992.
• 2、 Dagenais, Robin,Lussier, Tommy,Legault, Claude Y.. "Iodine(III)-Mediated Contraction of 3,4-Dihydropyranones: Access to Polysubstituted γ-Butyrolactones". supporting information. p. 5290 - 5294. Retrieved 2019/09/03.
• 3、 Tada, Norihiro,Cui, Lei,Ishigami, Takafumi,Ban, Kazunori,Miura, Tsuyoshi,Uno, Bunji,Itoh, Akichika. "Facile aerobic photooxidative oxylactonization of oxocarboxylic acids in fluorous solvents". supporting information. p. 3007 - 3009,3. Retrieved 2020/09/16.