3-Hydroxy-4H-pyran-4-one

Base Information

• Chemical Name: 3-Hydroxy-4H-pyran-4-one
• CAS No.: 496-63-9
• Molecular Formula: C5H4O3
• Molecular Weight: 112.085
• Hs Code.: 2932999099
• European Community (EC) Number: 207-823-6
• NSC Number: 78608
• UNII: 8J0G2X46R7
• DSSTox Substance ID: DTXSID7060091
• Nikkaji Number: J6.094A
• Wikidata: Q27270604
• Metabolomics Workbench ID: 143499
• ChEMBL ID: CHEMBL79857
• Mol file: 496-63-9.mol

Synonyms:3-hydroxy-4-pyrone;pyromeconic acid

Chemical Property of 3-Hydroxy-4H-pyran-4-one

Chemical Property:

• Vapor Pressure: 0.000125mmHg at 25°C
• Melting Point: 117-118oC
• Refractive Index: 1.592
• Boiling Point: 298.7 °C at 760 mmHg
• PKA: 8.16±0.10(Predicted)
• Flash Point: 139.9 °C
• PSA: 50.44000
• Density: 1.483g/cm³
• LogP: 0.34540
• Storage Temp.: -20?C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 112.016043985
• Heavy Atom Count: 8
• Complexity: 167

Purity/Quality:

99% ^*data from raw suppliers

Pyromeconic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=COC=C(C1=O)O
• Uses: Pyromeconic acid is an important intermediate of synthesizing maltoland its homologous.

Technology Process of 3-Hydroxy-4H-pyran-4-one

There total 14 articles about 3-Hydroxy-4H-pyran-4-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: 91.0%

O-Acetylpyromeconic acid (73322-54-0) → 3-hydroxy-pyran-4-one (496-63-9)

Guidance literature:

With water; for 2h;

Reference yield: 62.0%

(2-furyl)methyl alcohol (98-00-0,25212-86-6,93793-62-5) → 3-hydroxy-pyran-4-one (496-63-9)

Guidance literature:

With sodium acetate; chlorine; In ethanol; water; at 5 ℃; Solvent; Temperature; Reagent/catalyst; Large scale;

Reference yield: 57.0%

5-(benzyloxy)-4-oxo-4H-pyran-2-carboxylic acid (1219-33-6) → 3-hydroxy-pyran-4-one (496-63-9)

Guidance literature:

With hydrogenchloride; for 1.5h; Heating;

DOI:10.1021/jm960220g

upstream raw materials:

(2-furyl)methyl alcohol

O-Acetylpyromeconic acid

5-(benzyloxy)-4-oxo-4H-pyran-2-carboxylic acid

4-Bromo-6-methoxy-2H-pyran-3(6H)-one

Downstream raw materials:

3-methoxy-4H-pyran-4-one

O-Benzoylpyromeconic acid

2-Hydroxymethyl-3-hydroxy-pyran-4(1H)-one

2-(1-Hydroxyethyl)-3-hydroxy-pyran-4(1H)-one

Refernces

• 1、 -. "Synthesis method of 3-(benzyloxy)-4-oxo-4H-pyran-2-carboxylic acid". Paragraph 0024; 0028; 0032; 0036. . Retrieved 2019/04/02.
• 2、 Zhao, Zhijian,Harrison, Scott T.,Schubert, Jeffrey W.,Sanders, John M.,Polsky-Fisher, Stacey,Zhang, Nanyan Rena,McLoughlin, Debra,Gibson, Christopher R.,Robinson, Ronald G.,Sachs, Nancy A.,Kandebo, Monika,Yao, Lihang,Smith, Sean M.,Hutson, Pete H.,Wolkenberg, Scott E.,Barrow, James C.. "Synthesis and optimization of N-heterocyclic pyridinones as catechol-O-methyltransferase (COMT) inhibitors". . p. 2952 - 2956. Retrieved 2016/06/06.