4-pyrone

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Structural formula
Structural formula of 4-pyranone
General
Surname 4-pyrone
other names
  • 4 H -pyran-4-one
  • γ-pyrone
Molecular formula C 5 H 4 O 2
Brief description

light yellow solid

External identifiers / databases
CAS number 108-97-4
EC number 203-634-8
ECHA InfoCard 100.003.305
PubChem 7968
Wikidata Q3411301
properties
Molar mass 96.08 g mol −1
Physical state

firmly

density

1.190 g cm −3 (25  ° C )

Melting point

32-34 ° C

boiling point

210-215 ° C

safety instructions
GHS labeling of hazardous substances
no GHS pictograms
H and P phrases H: no H-phrases
P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

4-pyranone is a chemical compound from the group of pyrones . It occurs as the basic structure of some chemical compounds such as maltol and coumarins .

Extraction and presentation

4-Pyranone can be obtained by cyclocondensation of the diacetal of 3-keto-1,5-pentanedialdehyde under acidic conditions ( sulfuric acid and ethanol ).

4-pyranone synthesis.svg

In general, 4-pyranones can be obtained by cyclocondensations of 1,3,5-tricarbonyl compounds.

4-pyranone synthesis common.svg

properties

4-pyranone is a light yellow solid. When exposed to light, it turns into 2-pyrone .

Individual evidence

  1. a b c d e f data sheet 4H-Pyran-4-one, ≥98% from Sigma-Aldrich , accessed on April 25, 2013 ( PDF ).
  2. David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-448.
  3. ^ A b Julio Alvarez-Builla, Juan Jose Vaquero, José Barluenga: Modern Heterocyclic Chemistry . John Wiley & Sons, 2011, ISBN 978-3-527-33201-4 , pp. 1670 ff . ( limited preview in Google Book search).