| Identification | Back Directory | [Name]
bicyclopyrone | [CAS]
352010-68-5 | [Synonyms]
bicyclopyrone
Bicyclo[3.2.1]oct-3-en-2-one, 4-hydroxy-3-[[2-[(2-methoxyethoxy)methyl]-6-(trifluoromethyl)-3-pyridinyl]carbonyl]- | [Molecular Formula]
C19H20F3NO5 | [MOL File]
352010-68-5.mol | [Molecular Weight]
399.36 |
| Hazard Information | Back Directory | [Description]
Bicyclopyrone is a broad-spectrum herbicide. It is highly soluble in water and non-volatile. It can be persistent in both soil and aquatic systems. It is moderately toxic to fish, aquatic invertebrates and aquatic plants but presents a low risk to honeybees. Its oral mammalian toxicity is low but there are some concerns that it may be a reproduction/developmental toxin. | [Uses]
Bicyclopyrone belongs to the hydroxyphenylpyruvate dioxygenase (HPPD) inhibitor class of herbicides. It acts by blocking the function of HPPD required for producing essential compounds for carotenoid pigments. Without carotenoid pigments, the plant bleaches and eventually dies. | [Definition]
ChEBI: Bicyclopyrone is a member of the class of pyridines that is pyridine which is substituted at positions 2, 3, and 6 by (2-methoxyethoxy)methyl, (2-hydroxy-4-oxobicyclo[3.2.1]oct-2-en-3-yl)carbonyl, and trifluoromethyl groups, respectively. It is a broad-spectrum herbicide developed by Syngenta and used for the pre- and post-emergence control of weeds in corn. It has a role as a herbicide, an agrochemical and a carotenoid biosynthesis inhibitor. It is a member of pyridines, an aromatic ketone, a carbobicyclic compound, a beta-diketone, an organofluorine compound, an ether, an enol and an enone. | [Production Methods]
The commercial production of bicyclopyrone involves a multi-step organic synthesis, starting with a substituted pyridine intermediate. Key steps include carbonylation, etherification, and cycliz=sation to form the bicyclo[3.2.1]octenone core structure. | [Mechanism of action]
Hydroxyphenylpyruvate dioxygenase (HPPD) inhibitor - causes plant bleaching | [Pesticide Type]
Herbicide |
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