108-97-4

Basic information

• Product Name: 4H-PYRAN-4-ONE
• 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
• Article Data: 8

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: 4H-PYRAN-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-PYRAN-4-ONE(108-97-4)
• EPA Substance Registry System: 4H-PYRAN-4-ONE(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

Description

4H-Pyran-4-one, also known as a pyranone derivative, is a heterocyclic compound characterized by a 4H-pyran ring structure with an oxo group substitution at the 4th position. This unique chemical structure endows 4H-Pyran-4-one with versatile properties and potential applications across various industries.

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

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

Downstream Products

• 105974-06-9 1-(4-dimethylamino-phenyl)-1H-pyridin-4-one 
• 39076-94-3 1-p-tolyl-1H-pyridin-4-one 
• 5949-67-7 1,5-di-p-toluidino-penta-1,4-dien-3-one 
• 39076-97-6 1-(4-chloro-phenyl)-1H-pyridin-4-one 
• 1081818-99-6 1,5-dianilino-penta-1,4-dien-3-one 
• 79228-85-6 1-(4-nitrophenyl)-4-pyridone 
• 39076-91-0 N-Phenyl-4-pyridone 
• 93580-01-9 1-benzhydryl-1H-pyridin-4-one 
• 1120-93-0 pyran-4-thione 
• 626-64-2 pyridin-4-ol 
• 29943-42-8 Tetrahydro-4H-pyran-4-one 
• 105-20-4 betazole 
• 25299-40-5 1,5-bis(dimethylamino)-1,4-pentadien-3-one 
• 21147-72-8 1,3-diphenyl-5-pyran-4-ylidene-pyrimidine-2,4,6-trione 

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.

Simple Syntheses of β-Furoic Esters and γ-Pyrones

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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

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.