Bicyclopyrone |
![]() Last updated: 04/01/2021 |
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(Not known by any other names) |
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A broad-spectrum herbicide, sometimes used in mixtures, for the pre- and post-emergence control of grass and dicot weeds mainly in corn | |
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Foxtail; Wild buckwheat; Common ragweed | |
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Field corn; Seed corn; Sweetcorn; Popcorn; Silage corn; Sugarcane | |
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Current | |
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2014, first registered USA |
UK regulatory status |
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Not approved | ||
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Not applicable | ||
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No UK approval for use |
EC Regulation 1107/2009 (repealing 91/414) |
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Also used in |
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Chemical structure |
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Isomeric | |
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C₁₉H₂₀F₃NO₅ | |
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COCCOCC1=C(C=CC(=N1)C(F)(F)F)C(=C2C(=O)C3CCC(C3)C2=O)O | |
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COCCOCC1=C(C=CC(=N1)C(F)(F)F)C(=C2C(=O)[C@@H]3CC[C@@H](C3)C2=O)O | |
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AIAYSXFWIUNXRC-PHIMTYICSA-N | |
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InChI=1S/C19H20F3NO5/c1-27-6-7-28-9-13-12(4-5-14(23-13)19(20,21)22)18(26)15-16(24)10-2-3-11(8-10)17(15)25/h4-5,10-11,24H,2-3,6-9H2,1H3 | |
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General status |
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Herbicide | |
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Triketone | |
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Synthetic | |
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Hydroxyphenylpyruvate dioxygenase (HPPD) inhibitor - causes plant bleaching | |
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352010-68-5 | |
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365400-11-9 | |
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018986 | |
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11188745 | |
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399.36 | |
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rac-(1R,5R)-4-hydroxy-3-{2-[(2-methoxyethoxy)methyl]-6-(trifluoromethyl)pyridine-3-carbonyl}bicyclo[3.2.1]oct-3-en-2-one | |
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4-hydroxy-3-{2-[(2-methoxyethoxy)methyl]-6-(trifluoromethyl)-3-pyridylcarbonyl}bicyclo[3.2.1]oct-3-en-2-one | |
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4-hydroxy-3-[[2-[(2-methoxyethoxy)methyl]-6-(trifluoromethyl)-3-pyridinyl]carbonyl]bicyclo[3.2.1]oct-3-en-2-one | |
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Possible groundwater contaminant | |
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F2 | |
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27 | |
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Not applicable | |
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Not applicable | |
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None identified | |
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Formulations |
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489.5 | V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM ) 3 = Unverified data of known source |
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249.9 | V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM ) 3 = Unverified data of known source |
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1.67 X 10-13 | F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment ) 4 = Verified data |
Non-volatile | ||||||||
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Degradation |
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213.2 | F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment ) 4 = Verified data |
Persistent | |||||||
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43 | F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment ) 4 = Verified data |
Stable | |||||||
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DT₅₀ given as between 11 and 75 days | ||||||||||
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Stable | F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment ) 4 = Verified data |
Stable | |||||||
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Stable at all relevant pH values | ||||||||||
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Soil adsorption and mobility |
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0.59 | F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment ) 4 = Verified data |
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Fate indices |
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Cannot be calculated | - | - | |||||||||||||||||||||||||
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Other known metabolites |
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6-(trifluoromethyl)pyridine-2,3-dicarboxylic acid (Ref: SYN 504810) | CSCC 163768 | Water; Soil | - | - | |||||
Ref: NOA 412101 | CSAA 589691 | - | - | - | |||||
Ref: SYN 545859 | CSCD 642512 | Water; Soil | - | - | |||||
6-(trifluoromethyl)pyridin-3-ol-2-carboxylic acid (Ref: SYN 545680) | CSCD 656832 | Water; Soil | - | - | |||||
Ref: SYN 503780 | CSAA 794148 | Water | - | - | |||||
4-hydroxy-3-(2-(2-methoxy-ethoxymethyl)-6-(trifluoromethyl)-pyridine-3-carbonyl]-bicyclo [3.2.1]oct-3-en-2-one | NOA 449280 | Soil; Water | - | - | |||||
2-(2-methoxy-ethoxymethyl)-6-trifluoromethyl-nicotinic acid | SYN 503780 | Soil; Water | - | - | |||||
- | CSAA 806573 | Soil; Water | - | - |
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46.9 | E3 E = Manufacturers safety data sheets Unknown species3 = Unverified data of known source |
Moderate | ||||||||
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46.7 | E4 E = Manufacturers safety data sheets Daphnia magna4 = Verified data |
Moderate | ||||||||
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0.013 | E4 E = Manufacturers safety data sheets Lemna gibba4 = Verified data |
Moderate | ||||||||
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780.0 | E4 E = Manufacturers safety data sheets 4 = Verified data |
Low | |||||||
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784.4 | E4 E = Manufacturers safety data sheets 4 = Verified data |
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General |
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Health issues |
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No further information available |
Handling issues |
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No information available | |||
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NL (Not listed) | |||
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bicyclopyrone | ||
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Record last updated: | 04/01/2021 |
Contact: | aeru@herts.ac.uk |
Please cite as: | Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242 |