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 ...
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IUPAC name
3H-1-benzofuran-2-one | |
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3D model (JSmol) |
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ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.008.230 |
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CompTox Dashboard (EPA) |
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Properties | |
C8H6O2 | |
Melting point | 49–51 °C[1] |
Hazards | |
GHS labelling:[2] | |
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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).
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