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diquat dibromide

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diquat dibromide

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Also known as Diquat, 1,1'-Ethylene-2,2'-bipyridyllium dibromide

Diquat is the ISO common name for an organic dication that, as a salt with counterions such as bromide or chloride is used as a contact herbicide that produces desiccation and defoliation. Diquat is no longer approved for use in the European Union, although its registration in many other countries including the USA is still valid.

Chemical data

Formula
C12H12Br2N2
Molecular weight
344.04 g/mol
IUPAC name
7,10-diazoniatricyclo[8.4.0.02,7]tetradeca-1(14),2,4,6,10,12-hexaene dibromide
SMILES
C1C[N+]2=CC=CC=C2C3=CC=CC=[N+]31.[Br-].[Br-]
InChIKey
ODPOAESBSUKMHD-UHFFFAOYSA-L
Polar surface area
7.8 Ų
H-bond donors
0
H-bond acceptors
2
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Subclass of
salt
Has part
bromine
Mass
341.936722584
Has use
herbicide
Show 4 more facts
chemical formula
C₁₂H₁₂Br₂N₂
canonical SMILES
C1C[N+]2=CC=CC=C2C3=CC=CC=[N+]31.[Br-].[Br-]
density
1.27
Commons category
Diquat
Sources (3)

via Wikidata · CC0

~9 min read

Encyclopedic overview

12 sections
Contents
  • Synthesis
  • History
  • Mode of action
  • Formulation
  • Usage
  • Human safety
  • Effects on the environment
  • Brands
  • See also
  • References
  • Further reading
  • External links

Diquat is the ISO common name for an organic dication that, as a salt with counterions such as bromide or chloride is used as a contact herbicide that produces desiccation and defoliation. Diquat is no longer approved for use in the European Union, although its registration in many other countries including the USA is still valid.

==Synthesis== Pyridine is oxidatively coupled to form 2,2′-bipyridine over a heated Raney nickel catalyst. The ethylene bridge is formed by the reaction with 1,2-dibromoethane frameless|upright=2|center|class=skin-invert-image

Excerpted from Wikipedia’s “diquat dibromide” article, available under the CC BY-SA 4.0 licence.

Gallery (3)