4-Hydroxy-2(5H)-furanone

Base Information

• Chemical Name: 4-Hydroxy-2(5H)-furanone
• CAS No.: 541-57-1
• Molecular Formula: C4H4O3
• Molecular Weight: 100.074
• Hs Code.: 29321900
• Mol file: 541-57-1.mol

Synonyms:4-Hydroxy-2(5H)-furanone;4-Hydroxy-5H-furan-2-one;b-Tetronic acid;

Chemical Property of 4-Hydroxy-2(5H)-furanone

Chemical Property:

• Appearance/Colour: light yellow-beige crystalline powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 135-137 °C
• Refractive Index: 1.577
• Boiling Point: 316.031 °C at 760 mmHg
• PKA: 3.55±0.10(Predicted)
• Flash Point: 161.959 °C
• PSA: 46.53000
• Density: 1.551 g/cm³
• LogP: -0.01490
• Storage Temp.: 2-8°C
• Water Solubility.: soluble

Purity/Quality:

99% ^*data from raw suppliers

β-TetronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: β-Tetronic Acid is a useful reagent in preparation of hydroxylated piperidine alkaloids.

Technology Process of 4-Hydroxy-2(5H)-furanone

There total 7 articles about 4-Hydroxy-2(5H)-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: 97.0%

D-erythronolactone (15667-21-7) → 4-hydroxy-2(5H)-furanone (541-57-1)

Guidance literature:

With methanesulfonyl chloride; triethylamine; In dichloromethane; at 0 - 25 ℃; for 6h;

DOI:10.14233/ajchem.2015.18406

Reference yield: 94.0%

3-bromo-4-hydroxyfuran-2(5H)-one (21151-51-9) → 4-hydroxy-2(5H)-furanone (541-57-1)

Guidance literature:

With hydrogenchloride; barium dihydroxide; hydrogen; palladium on activated charcoal; under 2585.7 Torr; 2.) overnight, 3.) 4 deg C;

Reference yield: 78.0%

6-hydroxymethyl-2,2-dimethyl-4H-1,3-dioxin-4-one (128766-63-2) → 4-hydroxy-2(5H)-furanone (541-57-1)

Guidance literature:

In toluene; Heating;

DOI:10.1248/cpb.38.94

upstream raw materials:

4-methoxy-5H-furan-2-one

3-bromo-4-hydroxyfuran-2(5H)-one

ethyl 4-acetoxyacetoacetate

6-hydroxymethyl-2,2-dimethyl-4H-1,3-dioxin-4-one

Downstream raw materials:

3,3-dicinnamyldihydrofuran-2,4-dione

3,3-bis(3-phenyl-2-propen-1-yl)pentane-2,4-dione

3-(2-cyclohexen-1-yl)-4-hydroxy-5H-furan-2-one

3,3-di-(2-cyclohexen-1-yl)-3H,5H-furan-2,4-dione

Refernces

• 1、 -. "A method for synthesizing tetranoic acid". Paragraph 0041-0049. . Retrieved 2017/03/08.
• 2、 Li, Xiao-Kang,Xiong, Fei,Shen, Zhong-Yuan,Zhang, Shu-Ping,Zhou, Yi-Hao,Xu, Ming-Lu,Zhou, Zi-Qian. "Unexpected facile synthesis of tetronic acid during the research on stereospecific total synthesis of (+)-biotin starting from D-erythorbic acid as chiral pool". . p. 1957 - 1958. Retrieved 2015/03/30.