Tetrahydrofuran-2,3-dione

Base Information

• Chemical Name: Tetrahydrofuran-2,3-dione
• CAS No.: 4374-64-5
• Molecular Formula: C4H4O3
• Molecular Weight: 100.07
• Hs Code.: 2932190090
• DSSTox Substance ID: DTXSID80537248
• Nikkaji Number: J80.811C
• Wikidata: Q82412191
• Mol file: 4374-64-5.mol

Synonyms:Tetrahydrofuran-2,3-dione;Oxolane-2,3-dione;4374-64-5;C4H4O3;dihydrofuran-2,3-dione;SCHEMBL626215;DTXSID80537248

Chemical Property of Tetrahydrofuran-2,3-dione

Chemical Property:

• PSA: 43.37000
• LogP: -0.49760
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 100.016043985
• Heavy Atom Count: 7
• Complexity: 116

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1COC(=O)C1=O

Technology Process of Tetrahydrofuran-2,3-dione

There total 6 articles about Tetrahydrofuran-2,3-dione 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%

(E)-3-(methoxymethylene)dihydro-2(3H)-furanone (54212-01-0,28664-79-1) → dihydrofuran-2,3-dione (4374-64-5) + 3-Methoxy-1,2,4,7-tetraoxaspiro[4.4]nonan-6-on

Guidance literature:

With ozone; In chloroform-d1; at -65 ℃; for 0.15h;

DOI:10.1002/hlca.200490182

Reference yield:

α-Azido-γ-butyrolacton (33693-66-2) → dihydrofuran-2,3-dione (4374-64-5)

Guidance literature:

α-Azido-γ-butyrolacton; With titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -96 - 20 ℃; for 24h; Inert atmosphere;

With water; ammonium chloride; In dichloromethane;

DOI:10.1021/ol901637w

Reference yield:

5-methylthiophene-2-carboxaldehyde (13679-70-4) → dihydrofuran-2,3-dione (4374-64-5)

Guidance literature:

In water;

upstream raw materials:

4,5-dioxo-tetrahydro-furan-3-carboxylic acid ethyl ester

2-(hydroxyimino)-γ-butyrolactone

(E)-3-(methoxymethylene)dihydro-2(3H)-furanone

5-bromo-2-thiophencarboxaldehyde

Refernces

• 1、 Schank, Kurt,Beck, Horst,Pistorius, Susanne. "Ozonolysis of enol ethers. Part 10. Ozonization of enol ethers from 1,2- and 1,3-dicarbonyl compounds: Direct quantitative synthesis of phthalonic acid anhydride". . p. 2025 - 2049. Retrieved 2007/10/03.