2H-Pyran-2,4,6(3H,5H)-trione

Base Information

• Chemical Name: 2H-Pyran-2,4,6(3H,5H)-trione
• CAS No.: 10521-08-1
• Molecular Formula: C5H4O4
• Molecular Weight: 128.084
• Hs Code.: 2932999099
• European Community (EC) Number: 600-640-6
• DSSTox Substance ID: DTXSID20498304
• Wikidata: Q82348281
• Mol file: 10521-08-1.mol

Synonyms:2H-Pyran-2,4,6(3H,5H)-trione;10521-08-1;oxane-2,4,6-trione;1,3-Acetonedicarboxylic acid anhydride;1,3-Acetonedicarboxylic acid anhydride 98;C5H4O4;2,4,6-trioxotetrahydropyrane;SCHEMBL2183940;DTXSID20498304;3H-pyran-2,4,6(5H)-trione;MFCD07783094;AKOS022624037;4-(2-AMINOETHYL)PIPERIDINE2HCL;AS-59344;CS-0115831;FT-0600062;A21088;C71213

Chemical Property of 2H-Pyran-2,4,6(3H,5H)-trione

Chemical Property:

• Vapor Pressure: 3.24E-05mmHg at 25°C
• Melting Point: 138-140 °C (decomp)
• Refractive Index: 1.487
• Boiling Point: 354.9 °C at 760 mmHg
• PKA: 6.98±0.20(Predicted)
• Flash Point: 165.4 °C
• PSA: 60.44000
• Density: 1.472 g/cm³
• LogP: -0.58090
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 128.01095860
• Heavy Atom Count: 9
• Complexity: 163

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,3-Acetonedicarboxylicacidanhydride 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)CC(=O)OC1=O

Technology Process of 2H-Pyran-2,4,6(3H,5H)-trione

There total 5 articles about 2H-Pyran-2,4,6(3H,5H)-trione 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: 95.3%

acetonedicarboxylic acid (542-05-2) → pyran-2,4,6-trione (10521-08-1)

Guidance literature:

With acetic anhydride; at 0 ℃; for 3h;

DOI:10.14233/ajchem.2014.16861

Reference yield: 87.0%

acetonedicarboxylic acid (542-05-2) + acetic anhydride (108-24-7) → pyran-2,4,6-trione (10521-08-1)

Guidance literature:

With acetic acid; In toluene; at 5 - 10 ℃;

Reference yield:

citric acid (77-92-9,906507-37-7) → pyran-2,4,6-trione (10521-08-1)

Guidance literature:

Multi-step reaction with 2 steps

1: chlorosulfonic acid / chloroform / 10 - 30 °C

2: acetic anhydride / 3 h / 0 °C

With chlorosulfonic acid; acetic anhydride; In chloroform;

DOI:10.14233/ajchem.2014.16861

upstream raw materials:

acetonedicarboxylic acid

acetic anhydride

citric acid

Downstream raw materials:

5-phenyl-3,5-dioxo-1-pentanoic acid

methyl 8-methyl-8-azabicyclo[3.2.1]oct-2-ene-2-carboxylate

methyl 8-methyl-3-oxo-8-azabicyclo<3.2.1>octan-2-carboxylate

Refernces

• 1、 Chen, Zhengming,Meltzer, Peter C.. "Synthesis of 6- or 7- hydroxy and 6- or 7- methoxy tropanes". . p. 1121 - 1124. Retrieved 1997.
• 2、 -. "Substituted azabicyclo octane compound, and intermediate and preparation method thereof". Paragraph 0406-0408. . Retrieved 2021/03/13.
• 3、 Li, Wanfang,Ma, Xin,Fan, Weizheng,Tao, Xiaoming,Li, Xiaoming,Xie, Xiaomin,Zhang, Zhaoguo. "Ru-catalyzed asymmetric hydrogenation of 3-oxoglutaric acid derivatives via solvent-assisted pinpoint recognition of carbonyls in close chemical propinquity". supporting information; experimental part. p. 3876 - 3879. Retrieved 2011/10/01.