2H-1-Benzopyran

2H-1-Benzopyran
Identifiers
3D model (JSmol)
109871
ChEBI
ChemSpider
  • 2H-chromene: 8856 N
UNII
  • InChI=1S/C9H8O/c1-2-6-9-8(4-1)5-3-7-10-9/h1-6H,7H2 Y
    Key: KYNSBQPICQTCGU-UHFFFAOYSA-N Y
  • 2H-chromene: C1=Cc2ccccc2OC1
Properties
C9H8O
Molar mass 132.162 g·mol−1
Appearance colorless
Density 1.0993 g/cm3
Boiling point 30 °C (86 °F; 303 K) 0.2 Torr
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

2H-1-Benzopyran is an organic compound with the formula C6H4C3H4O. It is one of two isomers of benzopyran, the other being 4H-1-benzopyran, which is less prevalent. It can be viewed as the fusion of a benzene ring to a heterocyclic pyran ring.

Some benzopyrans have shown anticancerous activity in vitro.

The radical form of benzopyran is paramagnetic. The unpaired electron is delocalized over the whole benzopyran molecule, rendering it less reactive than one would expect otherwise. A similar example is the cyclopentadienyl radical. Commonly, benzopyran is encountered in the reduced state, in which it is partially saturated with one hydrogen atom, introducing a tetrahedral CH2 group in the pyran ring. Therefore, there are many structural isomers owing to the multiple possible positions of the oxygen atom and the tetrahedral carbon atom:

Structural isomers of chromene

2H-chromene
(2H-1-benzopyran)
4H-chromene
(4H-1-benzopyran)
5H-chromene 7H-chromene
8aH-chromene
Structural isomers of isochromene

1H-isochromene
(1H-2-benzopyran)
3H-isochromene
(3H-2-benzopyran)
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