5-Ethyl-4-hydroxy-2-methylfuran-3(2H)-one

Base Information

• Chemical Name: 5-Ethyl-4-hydroxy-2-methylfuran-3(2H)-one
• CAS No.: 27538-09-6
• Molecular Formula: C7H10O3
• Molecular Weight: 142.155
• Hs Code.: 2932190090
• European Community (EC) Number: 248-513-0
• UNII: PG3201707P
• DSSTox Substance ID: DTXSID80885392
• Nikkaji Number: J250.532K
• Wikidata: Q27286530
• Mol file: 27538-09-6.mol

Synonyms:2-ethyl-4-hydroxy-5-methyl-3(2H)-furanone;4-HEMF;4-hydroxy-2-ethyl-5-methyl-3(2H)-furanone;4-hydroxy-5-ethyl-2-methyl-3(2H)-furanone;5-ethyl-4-hydroxy-2-methyl-3(2H)-furanone;EHMF cpd

Chemical Property of 5-Ethyl-4-hydroxy-2-methylfuran-3(2H)-one

Chemical Property:

• Vapor Pressure: 0.0121mmHg at 25°C
• Refractive Index: n20/D 1.512(lit.)
• Boiling Point: 231 °C at 760 mmHg
• PKA: 9.58±0.40(Predicted)
• Flash Point: 93.5 °C
• PSA: 46.53000
• Density: 1.183 g/cm³
• LogP: 1.15380
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 142.062994177
• Heavy Atom Count: 10
• Complexity: 193

Purity/Quality:

99% ^*data from raw suppliers

5-Ethyl-4-hydroxy-2-methyl-3(2H)-furanone, mixture of isomers ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=C(C(=O)C(O1)C)O

Technology Process of 5-Ethyl-4-hydroxy-2-methylfuran-3(2H)-one

There total 5 articles about 5-Ethyl-4-hydroxy-2-methylfuran-3(2H)-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: 88.0%

3,4-hexanedione-2,5-diyl bis(tert-butyl carbonate) → 4-hydroxy-2-methyl-5-ethyl-3-oxo-2H-furan (27538-09-6)

Guidance literature:

With oxalic acid; for 6h; Heating;

DOI:10.1021/jf960997i

Reference yield:

6,7-Dideoxyheptose → homofuraneol (27538-10-9) + 4-hydroxy-2-methyl-5-ethyl-3-oxo-2H-furan (27538-09-6)

Guidance literature:

With piperidine; acetic acid; In ethanol; at 80 ℃; for 20h; Yield given. Yields of byproduct given;

DOI:10.1021/jo00168a023

Reference yield:

3-heptyn-2,5-diyl bis(tert-butyl carbonate) → 4-hydroxy-2-methyl-5-ethyl-3-oxo-2H-furan (27538-09-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / aq. KMnO₄, CH₃CO₂H / acetone / 1.) 0 deg C, 1.5 h, 2.) 25 deg C, 1 h

2: 88 percent / aq. oxalic acid / 6 h / Heating

With potassium permanganate; oxalic acid; acetic acid; In acetone;

DOI:10.1021/jf960997i

Downstream raw materials:

LACTIC ACID

2-Hydroxybutanoic acid

Refernces

• 1、 Wong, Chi-Huey,Mazenod, Francois P.,Whitesides, George M.. "Chemical and Enzymatic Syntheses of 6-Deoxyhexoses. Conversion to 2,5-Dimethyl-4-hydroxy-2,3-dihydrofuran-3-one (Furaneol) and Analogues". . p. 3493 - 3497. Retrieved 2007/10/02.