- Chemical Name 4H-Pyran-4-one
- CAS No. 108-97-4
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- Molecular Formula: C5H4O2
- Molecular Weight: 96.0856
- Vapor Pressure: 0.173mmHg at 25°C
- Melting Point: 32-34 °C(lit.)
- Refractive Index: 1.507
- Boiling Point: 212.5 °C at 760 mmHg
- Flash Point: 101.1 °C
- PSA: 30.21000
- Density: 1.192 g/cm3
- LogP: 0.63980
4H-Pyran-4-one(Cas 108-97-4) Usage
|
Purification Methods |
Purify -pyrone by vacuum distillation; the distillate crystallises and is hygroscopic. It is non-steam vola |
|
General Description |
4H-Pyran-4-one (also known as 4-pyrone, gamma-pyrone, or pyran-4-one) is a heterocyclic compound that can be synthesized via [4+2]-cycloaddition reactions of ketenes with electron-rich conjugated dienes, followed by rearrangement of the intermediate dihydropyrans. This method provides a streamlined, one-step approach to 4-pyrones, contrasting with conventional multi-step syntheses. The reaction proceeds through a dipolar intermediate stabilized by electron-donating substituents on the diene, demonstrating broad applicability for ketenes and suitably substituted dienes. |
|
Definition |
ChEBI: A pyranone that is 4H-pyran substituted by an oxo group at position 4. |
InChI:InChI=1/C5H4O2/c6-5-1-3-7-4-2-5/h1-4H
108-97-4 Relevant articles
Concise two-step synthesis of γ-pyrone from acetone
Hobu?, Dennis,Laschat, Sabine,Baro, Angelika
, p. 123 - 124 (2005)
γ-Pyrone (1) is readily accessible in 59...
Vibrational spectra, scaled quantum-mechanical (SQM) force field and assignments for 4H-pyran-4-one
Csaszar, Pal,Csaszar, Attila,Somogyi, Arpad,Dinya, Zoltan,Holly, Sandor,et al.
, p. 473 - 486 (1986)
The gas phase i.r. spectrum of 4H-pyran-...
Simple Syntheses of β-Furoic Esters and γ-Pyrones
Wenkert, Ernest,Ananthanarayan, T. P.,Ferreira, Vitor F.,Hoffmann, Michael G.,Kim, HongSeok
, p. 4975 - 4976 (1990)
-
Tetrahydropyranone preparation method
-
Paragraph 0017; 0021, (2018/10/11)
The invention relates to a tetrahydropyr...
Studies towards the synthesis of 13C-labelled anthocyanins
Marshall, Laura J.,Cable, Karl M.,Botting, Nigel P.
scheme or table, p. 315 - 318 (2011/05/02)
The anthocyanins are a class of polyphen...
PROCESSES FOR PRODUCING TETRAHYDROPYRAN-4-ONE AND PYRAN-4-ONE
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Page/Page column 12, (2010/11/23)
The present invention relates to a proce...
108-97-4 Process route
-
-
4-oxo-tetrahydro-pyran-2,6-dicarboxylic acid
-
-
108-97-4
4-pyrone
| Conditions | Yield |
|---|---|
|
With
[2,2]bipyridinyl; Phthalic acid dibutyl ester; copper;
at 210 ℃;
for 2h;
Inert atmosphere;
|
90%
|
-
-
159015-78-8
1,1,5,5-tetramethoxypentan-3-one
-
-
108-97-4
4-pyrone
| Conditions | Yield |
|---|---|
|
With
hydrogenchloride;
In
water;
at 0 - 20 ℃;
for 4h;
Product distribution / selectivity;
|
97%
|
|
With
formic acid;
at 0 - 20 ℃;
for 19h;
Product distribution / selectivity;
|
97%
|
108-97-4 Upstream products
-
110-86-1
pyridine
-
98024-99-8
3,5-dibromo-tetrahydro-pyran-4-one
-
499-05-8
comanic acid
-
99-32-1
chelidonic acid
108-97-4 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
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