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

Uses

4H-Pyran-4-one was used in the synthesis of probes grafted on the lipid headgroups.

Definition

ChEBI: A pyranone that is 4H-pyran substituted by an oxo group at position 4.

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 
• 128780-12-1 2-n-butoxy-2,3-dihydro-4-pyrone 
• 99-32-1 chelidonic acid 
• 67-56-1 methanol 
• 75456-40-5 5-methoxy-pent-4-en-2-ynal-diethylacetal 
• 7664-93-9 sulfuric acid 
• 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 

Downstream Products

• 134368-20-0 1-(tert-butyloxycarbonylamino)-4-pyridone 
• 24665-54-1 4-(Diphenylmethylen)pyran 
• 2959-74-2 benzyldiphenylphosphine oxide 
• 25299-40-5 1,5-bis(dimethylamino)-1,4-pentadien-3-one 
• 112127-66-9 5-methyl-6-[4-(4-oxo-1,4-dihydropyridin-1-yl)phenyl]-4,5-dihydro-3(2H)-pyridazinone 
• 116149-30-5 1,1,3,3,5,5-hexamethoxypentane 
• 77249-51-5 C₂₃H₁₉O₂Si 
• 1621-90-5 N-(1-oxy-pyridin-4-yl)-hydroxylamine 
• 64-18-6 formic acid 
• 497-16-5 oxomalonaldehyde 
• 131543-46-9 Glyoxal 
• 298-12-4 Glyoxilic acid 
• 1081818-99-6 1,5-dianilino-penta-1,4-dien-3-one 
• 807362-62-5 3-[hydroxy(p-tolyl)methyl]-4H-pyran-4-one 

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.