Diquat

Diquat dibromide
IUPAC name 6,7-Dihydrodipyrido[1,2-a:2',1'-c]pyrazinediium dibromide
Other names 1,1'-Ethylene-2,2'-bipyridyldiylium dibromide
Identifiers
CAS number	85-00-7 Y
PubChem	6794
ChemSpider	6536 Y
UNII	A9A615U4MP Y
KEGG	C18577 Y
ChEMBL	CHEMBL1599022 N
Jmol-3D images	Image 1
SMILES [Br-].[Br-].c2cccc3c1[n+](cccc1)CC[n+]23
InChI InChI=1S/C12H12N2.2BrH/c1-3-7-13-9-10-14-8-4-2-6-12(14)11(13)5-1;;/h1-8H,9-10H2;2*1H/q+2;;/p-2 Y Key: ODPOAESBSUKMHD-UHFFFAOYSA-L Y InChI=1/C12H12N2.2BrH/c1-3-7-13-9-10-14-8-4-2-6-12(14)11(13)5-1;;/h1-8H,9-10H2;2*1H/q+2;;/p-2 Key: ODPOAESBSUKMHD-NUQVWONBAO
Properties
Molecular formula	C12H12Br2N2
Molar mass	344.05 g mol−1
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Diquat is a contact herbicide that produces desiccation and defoliation most often available as the dibromide, diquat dibromide.^[1] Brand names for this formulation include Aquacide, Dextrone, Preeglone, Deiquat, Detrone, Reglone, Reglon, Reglox, Ortho-Diquat and Weedtrine-D.^[2]

Diquat is a non-selective herbicide that acts quickly to damage only that parts of the plant to which it is applied.^[3] It breaks down quickly upon exposure to soil, leaving little residue.

Diquat dibromide is moderately toxic. It may be fatal to humans if swallowed, inhaled, or absorbed through the skin in sufficient quantities.^[3]

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:^[4]

See also

• Paraquat

References

1. ^ Merck Index, 11th Edition, 3359.
2. ^ PubChem listing for diquat dibromide
3. ^ ^{a b} EXTOXNET, Pesticide Information Project
4. ^ "Paraquat and Diquat". IPCS INCHEM. http://www.inchem.org/documents/ehc/ehc/ehc39.htm.