Tetronic acid

Base Information

• Chemical Name: Tetronic acid
• CAS No.: 4971-56-6
• Molecular Formula: C4H4O3
• Molecular Weight: 100.074
• Hs Code.: 2932190090
• European Community (EC) Number: 225-617-4
• UNII: N2B9NB89C0
• DSSTox Substance ID: DTXSID30902467
• Nikkaji Number: J8.836F
• Wikipedia: Tetronic_acid
• Wikidata: Q15632823
• ChEMBL ID: CHEMBL4087698
• Mol file: 4971-56-6.mol

Synonyms:tetrahydrofuran-2,4-dione;tetronic acid

Chemical Property of Tetronic acid

Chemical Property:

• Vapor Pressure: 0.000248mmHg at 25°C
• Melting Point: 139-140 °C (dec.)
• Refractive Index: 1.47
• Boiling Point: 324.3 °C at 760 mmHg
• PKA: 10.67±0.20(Predicted)
• Flash Point: 151.1 °C
• PSA: 43.37000
• Density: 1.375 g/cm³
• LogP: -0.49760
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Sparingly), Methanol (Slightly)
• XLogP3: -0.1
• 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:

99.0% ^*data from raw suppliers

Tetronic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)COC1=O
• Uses: Tetronic Acid can be used for insecticides.

Technology Process of Tetronic acid

There total 23 articles about Tetronic acid 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: 45.0%

ethyl (2-chloroaceto)acetate (638-07-3) → tetrahydrofuran-2,4-dione (4971-56-6)

Guidance literature:

With potassium acetate; acetic acid; at 80 - 90 ℃; for 12h;

Reference yield:

ethyl 4-(tert-butoxy)-3-oxobutanoate (67354-35-2) → tetrahydrofuran-2,4-dione (4971-56-6)

Guidance literature:

With hydrogenchloride; In acetic acid; at 20 - 30 ℃; for 1h;

DOI:10.1016/j.bmcl.2014.06.074

Reference yield:

4-bromoethyl acetoacetate (13176-46-0) → tetrahydrofuran-2,4-dione (4971-56-6)

Guidance literature:

With potassium acetate; acetic acid; In dichloromethane; at 80 - 85 ℃; for 5h;

DOI:10.1016/j.bmcl.2012.01.128

upstream raw materials:

3-bromo-furan-2,4-dione

ethanol

2,4-dioxo-tetrahydro-furan-3-carboxylic acid ethyl ester

4-(phenylamino)furan-2(5H)-one

Downstream raw materials:

4-[6-(3,4,5-trimethoxy-benzoyl)-benzo[1,3]dioxol-5-ylimino]-dihydro-furan-2-one

furan-2,3,4-trione-3-phenylhydrazone

4-(2-acetyl-phenylimino)-dihydro-furan-2-one

4-benzoyloxy-5H-furan-2-one

Refernces

• 1、 -. "A process for preparing swiss that Wei intermediates (by machine translation)". Paragraph 0017. . Retrieved 2017/09/01.
• 2、 Chernysheva, Natalia B.,Tsyganov, Dmitry V.,Philchenkov, Alex A.,Zavelevich, Michael P.,Kiselyov, Alex S.,Semenov, Roman V.,Semenova, Marina N.,Semenov, Victor V.. "Synthesis and comparative evaluation of 4-oxa- and 4-aza-podophyllotoxins as antiproliferative microtubule destabilizing agents". scheme or table. p. 2590 - 2593. Retrieved 2012/05/05.