Flavone

Last updated
Flavone
Flavon num.svg
Names
IUPAC name
Flavone [1]
Systematic IUPAC name
2-Phenyl-4H-1-benzopyran-4-one
2-Phenyl-4H-chromen-4-one
Identifiers
3D model (JSmol)
157598
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.007.623 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 208-383-8
1224858
KEGG
PubChem CID
RTECS number
  • DJ3100630
UNII
  • InChI=1S/C15H10O2/c16-13-10-15(11-6-2-1-3-7-11)17-14-9-5-4-8-12(13)14/h1-10H
    Key: VHBFFQKBGNRLFZ-UHFFFAOYSA-N
  • C1=CC=C(C=C1)C2=CC(=O)C3=CC=CC=C3O2
Properties
C15H10O2
Molar mass 222.243 g·mol−1
Appearancewhite solid
Melting point 96–97 °C (205–207 °F; 369–370 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Flavone is an organic compound with the formula C6H4OC3H(Ph)O. A white solid, flavone is a derivative of chromone with a phenyl (Ph) substituent adjacent to the ether group. The compound is of little direct practical importance, but substituted derivatives, the flavones and flavonoids are a large class of nutritionally important natural products. [2] Flavone can be prepared in the laboratory by cyclization of 2-hydroxacetophenone. [3] Isomeric with flavone is isoflavone, where the phenyl group is adjacent to the ketone.

References

  1. ↑ https://iupac.qmul.ac.uk/flavonoid/index.html#Flv321
  2. ↑ Gaspar, Alexandra; Matos, Maria João; Garrido, Jorge; Uriarte, Eugenio; Borges, Fernanda (2014). "Chromone: A Valid Scaffold in Medicinal Chemistry" . Chemical Reviews. 114 (9): 4960–4992. doi:10.1021/cr400265z.
  3. ↑ T. S. Wheeler (1952). "Flavone". Organic Syntheses. 32: 72. doi:10.15227/orgsyn.032.0072.
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