4-Hydroxy-5-methylfuran-3(2H)-one

Base Information

• Chemical Name: 4-Hydroxy-5-methylfuran-3(2H)-one
• CAS No.: 19322-27-1
• Molecular Formula: C5H6O3
• Molecular Weight: 114.101
• Hs Code.: 2932190090
• European Community (EC) Number: 242-961-0
• UNII: MTB57102LQ
• ChEMBL ID: CHEMBL3182150
• DSSTox Substance ID: DTXSID9047417
• Metabolomics Workbench ID: 45160
• Nikkaji Number: J242.769I
• Wikidata: Q27144683
• Mol file: 19322-27-1.mol

Synonyms:4-hydroxy-5-methyl-3(2H)-furanone;4-hydroxy-5-methylfuran-3(2H)-one;4HM-furanone;5-methyl-4-hydroxy-3(2H)-furanone;norfuraneol

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

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Melting Point: 129-133 °C(lit.)
• Boiling Point: 218.3 °C at 760 mmHg
• PKA: 9.61±0.20(Predicted)
• Flash Point: 97.5 °C
• PSA: 46.53000
• Density: 1.382 g/cm³
• LogP: 0.37520
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Sparingly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 114.031694049
• Heavy Atom Count: 8
• Complexity: 157

Purity/Quality:

99% ^*data from raw suppliers

4-Hydroxy-5-methyl-3-furanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C(=O)CO1)O
• Uses: 4-Hydroxy-5-methyl-3-furanone may be used in oxidoreductase assay for the evaluation of oxidoreductase activity.

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

There total 13 articles about 4-Hydroxy-5-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: 3.0%

D-Xylose (87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2) → 4-hydroxy-5-methyl-3[2H]-furanone (19322-27-1)

Guidance literature:

With propylamine; sodium hydroxide; potassium dihydrogenphosphate; In water; for 0.5h; Heating;

DOI:10.1021/jf9705983

Reference yield: 0.6%

→ 4-hydroxy-5-methyl-3[2H]-furanone (19322-27-1)

Guidance literature:

DOI:10.1002/hlca.19730560609

Reference yield:

D-Glucose (2280-44-6) + bovine serum albumin → furaneol (3658-77-3,192466-95-8) + 2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one (28564-83-2) + 4-hydroxy-5-methyl-3[2H]-furanone (19322-27-1)

Guidance literature:

In phosphate buffer; water; at 37 ℃; for 2191.5h; pH=7.4;

upstream raw materials:

D-Xylose

glycine

D-xylose

D-Glucose

Downstream raw materials:

5-methyl-4-(1-pyrrolidinyl)-3(2H)-furanone

4-hydroxy-5-methyl-2-methylene-3(2H)-furanone

4,5-Dimethylthiazole

4,5-Dihydro-2-methylthiophen-3-(2H)-on

Refernces

• 1、 Urbisch, Alexandra,Einhorn-Stoll, Ulrike,Kastner, Hanna,Drusch, Stephan,Kroh, Lothar W.. "Formation of Phenolic Compounds from d -Galacturonic Acid". . . Retrieved 2018/10/31.
• 2、 Munanairi, Admire,O'Banion, Steven K.,Gamble, Ryan,Breuer, Elizabeth,Harris, Andrew W.,Sandwick, Roger K.. "The multiple Maillard reactions of ribose and deoxyribose sugars and sugar phosphates". . p. 2575 - 2592. Retrieved 2008/03/27.