Diquat
Skeletal formula of diquat | |
Ball-and-stick model of the component ions of diquat | |
Names | |
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IUPAC name
6,7-Dihydrodipyrido[1,2-a:2',1'-c]pyrazinediium dibromide
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Other names
1,1'-Ethylene-2,2'-bipyridyldiylium dibromide
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Identifiers | |
85-00-7 ![]() |
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ChEMBL | ChEMBL1599022 ![]() |
ChemSpider | 6536 ![]() |
Jmol 3D model | Interactive image |
KEGG | C18577 ![]() |
PubChem | 6794 |
UNII | A9A615U4MP ![]() |
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Properties | |
C12H12Br2N2 | |
Molar mass | 344.05 g·mol−1 |
Appearance | Yellow crystals[1] |
Density | 1.22 - 1.27 g/cm3 |
Melting point | 335 °C (635 °F; 608 K) |
Boiling point | Decomposes[1] |
70% (20°C)[1] | |
Vapor pressure | <0.00001 mmHg (20°C)[1] |
Vapor pressure | {{{value}}} |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references | |
Diquat is a contact herbicide that produces desiccation and defoliation most often available as the dibromide, diquat dibromide.[2] Brand names for this formulation include Aquacide, Dextrone, Preeglone, Deiquat, Spectracide, Detrone, Reglone, Reglon, Reglox, Tribune, Ortho-Diquat, Weedtrine-D,[3] Weedol 2 and, in combination with glyphosate, Resolva.[4]
Diquat is a non-selective herbicide that acts quickly to damage only those parts of the plant to which it is applied.[5] It has been used in pre-harvest crop desiccation.[6] It bonds strongly to mineral and organic particles in soil and water where it remains without significant degradation for years. However, bound to clays diquat is biologically inactive at concentrations typically observed in agricultural soils.[5]
Diquat dibromide is moderately toxic. It may be fatal to humans if swallowed, inhaled, or absorbed through the skin in large quantities.[5]
Production
Pyridine is oxidatively coupled to 2,2'-bipyridine over a heated Raney nickel catalyst. The ethylene bridge is formed by the reaction with 1,2-dibromoethane:[7]
See also
References
- ↑ 1.0 1.1 1.2 1.3 Cite error: Invalid
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- ↑ Merck Index, 11th Edition, 3359.
- ↑ PubChem listing for diquat dibromide
- ↑ Weedkillers for Home Gardeners. RHS Advisory Service, Royal Horticultural Society, February 2013. Accessed May 2013.
- ↑ 5.0 5.1 5.2 EXTOXNET, Pesticide Information Project
- ↑ Lua error in package.lua at line 80: module 'strict' not found.
- ↑ Lua error in package.lua at line 80: module 'strict' not found.