108-97-4

Basic information

• Product Name: 4-Pyrone
• Synonyms: 4H-PYRAN-4-ONE;GAMMA-PYRONE;GAMMA-PYRONE, 4-PYRONE;PYRAN-4-ONE;4H-Pyran, 4-oxo-;4H-PYRAN-4-ONE, 98+%;4-Pyrone;Pyrocoman
• CAS NO: 108-97-4
• Molecular Formula: C₅H₄O₂
• Molecular Weight: 96.08
• EINECS: 203-634-8
• Mol File: 108-97-4.mol

Chemical Properties

• Melting Point: 32-34 °C(lit.)
• Boiling Point: 210-215 °C(lit.)
• Flash Point: 214 °F
• Appearance: /
• Density: 1.20
• Vapor Pressure: 0.173mmHg at 25°C
• Refractive Index: 1.5238
• Storage Temp.: 2-8°C
• BRN: 105293
• CAS DataBase Reference: 4-Pyrone(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Pyrone(108-97-4)
• EPA Substance Registry System: 4-Pyrone(108-97-4)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• F: 3-8-10
• Hazardous Substances Data: 108-97-4(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
4H-Pyran-4-one is used as a synthetic building block for the creation of various chemical compounds and materials. Its unique structure allows for the development of novel molecules with specific properties, making it a valuable component in the synthesis of a wide range of products.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4H-Pyran-4-one is used as a key intermediate in the synthesis of various drug molecules. Its ability to form diverse chemical structures makes it a promising candidate for the development of new therapeutic agents.
Used in Material Science:
4H-Pyran-4-one is utilized as a component in the development of advanced materials with specific properties, such as optical, electronic, or mechanical characteristics. Its incorporation into these materials can lead to improved performance and novel applications.
Used in Research and Development:
4H-Pyran-4-one serves as an important research tool in the study of various chemical and biological processes. Its unique structure allows scientists to probe and understand the underlying mechanisms of these processes, leading to new insights and potential applications.
Used in Synthesis of Probes:
4H-Pyran-4-one is used as a component in the synthesis of probes grafted on lipid headgroups. These probes can be employed in various applications, such as the study of lipid-protein interactions, cellular membrane dynamics, and the development of targeted drug delivery systems.

Purification Methods

Purify -pyrone by vacuum distillation; the distillate crystallises and is hygroscopic. It is non-steam vola

InChI:InChI=1/C5H4O2/c6-5-1-3-7-4-2-5/h1-4H

Upstream product

• 135203-27-9 1,5-diethoxypentane-1,4-dien-3-one 
• 159015-78-8 1,1,5,5-tetramethoxypentan-3-one 
• 68854-18-2 2,4,6-trioxo-heptanedioic acid diethyl ester 
• 1551-45-7 ethyl 4-oxo-4H-2-pyran-carboxylate 
• 77070-79-2 1,1,5,5-tetraethoxy-3-pentanone 
• 67-56-1 methanol 
• 75456-40-5 5-methoxy-pent-4-en-2-ynal-diethylacetal 
• 7664-93-9 sulfuric acid 
• 99-32-1 chelidonic acid 
• 128780-12-1 2-n-butoxy-2,3-dihydro-4-pyrone 
• 499-05-8 comanic acid 
• 110-86-1 pyridine 
• 98024-99-8 3,5-dibromo-tetrahydro-pyran-4-one 

Downstream Products

• 25299-40-5 1,5-bis(dimethylamino)-1,4-pentadien-3-one 
• 1621-90-5 N-(1-oxy-pyridin-4-yl)-hydroxylamine 
• 710977-75-6 C₂₃H₃₃F₃N₂O₃ 
• 105-20-4 betazole 
• 29943-42-8 Tetrahydro-4H-pyran-4-one 
• 626-64-2 pyridin-4-ol 
• 1120-93-0 pyran-4-thione 
• 93580-01-9 1-benzhydryl-1H-pyridin-4-one 
• 1081818-99-6 1,5-dianilino-penta-1,4-dien-3-one 
• 39076-91-0 N-Phenyl-4-pyridone 
• 79228-85-6 1-(4-nitrophenyl)-4-pyridone 

Relevant articles and documents

Concise two-step synthesis of γ-pyrone from acetone

γ-Pyrone (1) is readily accessible in 59% overall yield via 1,1,5,5-tetraethoxy-3-pentanone (10b) and subsequent acidic hydrolysis. The synthesis enables an easy scale up, as demonstrated for intermediate 10b.

Vibrational spectra, scaled quantum-mechanical (SQM) force field and assignments for 4H-pyran-4-one

The gas phase i.r. spectrum of 4H-pyran-4-one (hereafter called γ-pyrone) has been recorded in the 4000-400 cm-1 region by a Nicolet 7199 FTIR spectrometer and interpreted using a general valence force field calculated quantum mechanically at the ab initio level with a split-valence 4-21 basis.Assignment of certain fundamentals was facilitated by information gained from the i.r. and Raman spectra of the melt and from the i.r. spectrum of the saturated solution in CCl4.To account for systematic computational errors, the theoretical ab initio force field was scaled using a set of constants derived by the empirical fitting of force fields computed for related molecules to their observed spectra.Either the scale factors derived for a family of open-chain molecules or, better, for benzene could be used to yield a scaled force field which gave unequivocal assignments for γ-pyrone.The method promises to be of general applicability for molecules of this complexity.

Tetrahydropyranone preparation method

The invention relates to a tetrahydropyranone preparation method, the method takes acetone and diethyl oxalate as raw materials, through steps of a ring closure reaction, a decarboxylation reaction, and a reduction reaction, three-step high-yield synthesis is realized to obtain tetrahydropyranone. The tetrahydropyranone preparation method has the advantages of high yield, low cost, and easy operation, and is suitable for industrial preparation method.

Studies towards the synthesis of 13C-labelled anthocyanins

The anthocyanins are a class of polyphenols found in nature, which are widely distributed throughout the plant kingdom and are thought to possess antioxidant properties. Methodology previously developed in our group for the regioselective placement of 13C-atoms into aromatic rings is being applied to the synthesis of 13C-labelled anthocyanins-namely cyanidin-3-glucoside and delphinidin-3-glucoside. Copyright

PROCESSES FOR PRODUCING TETRAHYDROPYRAN-4-ONE AND PYRAN-4-ONE

The present invention relates to a process for preparing tetrahydropyran-4-one represented by the formula (1): which comprises reacting at least one kind of dihydropyran-4-one and pyran-4-one represented by the formula (2): wherein represents a single bond or a double bond, and hydrogen (a) in the presence of a metal catalyst, in a mixed solvent of an aprotic solvent and an alcohol solvent, or (b) in the presence of an anhydrous metal catalyst in which a hydrated metal catalyst is subjected to dehydration treatment, in a hydrophobic organic solvent.

Synthesis and anti-MRSA activity of novel cephalosporin derivatives

Cephalosporin derivatives containing a unique combination of lipophilic C-7 sidechains and polar C-3 thiopyridinium groups were synthesized and found to exhibit potent anti-MRSA activity in vitro and in vivo. The optimum C-7 sidechains utilized were 2,5-dichlorophenylthioacetamido and 2,6-dichloropyrid-4-ylthioacetamido. The C-3 thiopyridinium rings were substituted at nitrogen with amino acid and pyruvic acid groups that were designed to confer aqueous solubility as required for IV formulation. This paper describes the characteristics of these novel cephalosporins and highlights synthetic methods developed to allow their practical, large-scale syntheses. (C) 2000 Elsevier Science Ltd.

A convenient method for the preparation of pyran-4-one

In the presence of catalytic quantities of copper and of certain heterocyclic bases, chelidonic acid is decarboxylated in refluxing 1,2,3,4-tetrahydronaphthalene to pyran-4-one in high yield.