![cover image](https://wikiwandv2-19431.kxcdn.com/_next/image?url=https://upload.wikimedia.org/wikipedia/commons/thumb/5/59/2-Cumaranon_Struktur.svg/640px-2-Cumaranon_Struktur.svg.png&w=640&q=50)
2-Cumaranone
Chemical compound / From Wikipedia, the free encyclopedia
2-Cumaranone is a bicyclic heteroaromatic compound in which a six-membered benzene ring is annulated with a five-membered γ-butyrolactone ring. The 2(3H)-benzofuranone can also be considered as a lactone of (2-hydroxyphenyl)acetic acid. The benzofuranone basic structure is the basis of some natural products – such as rosmadial,[3] which is isolatable from rosemary oil, and some substances with high pharmacological activity, such as griseofulvin and rifampicin. Furthermore, 2-cumaranone is utilized as a starting material for the preparation of chemiluminescent and fluorescent dyes, for synthetic pharmaceutical agents, like the antiarrhythmic drug dronedarone, and especially for the fungicide azoxystrobin.
Quick Facts Names, Identifiers ...
![]() | |
Names | |
---|---|
IUPAC name
3H-1-benzofuran-2-one | |
Identifiers | |
| |
3D model (JSmol) |
|
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.008.230 ![]() |
EC Number |
|
PubChem CID |
|
UNII | |
CompTox Dashboard (EPA) |
|
| |
| |
Properties | |
C8H6O2 | |
Melting point | 49–51 °C[1] |
Hazards | |
GHS labelling:[2] | |
![]() | |
Warning | |
H315, H317, H319 | |
P261, P264, P264+P265, P272, P280, P302+P352, P305+P351+P338, P321, P332+P317, P333+P317, P337+P317, P362+P364, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
Close