Structure via PubChem · Public domain (PubChem)
paraquat dichloride
Sign in to saveAlso known as 1,1'-dimethyl-4,4' bipyridinium dichloride, N,N'-dimethyl-4,4'-bipyridylium dichloride, N,N'-dimethyl-4,4'-bipyridinium dichloride, methyl viologen dichloride, 4,4'-dimethyldipyridyl dichloride, 1,1'-dimethyl-4,4'-dipyridylium dichloride, Gramoxome, Paraquat
Paraquat (trivial name; ), or '''N,N′-dimethyl-4,4′-bipyridinium dichloride (systematic name), also known as methyl viologen''', is a toxic organic compound with the chemical formula [(C6H7N)2]Cl2. It is classified as a viologen, a family of redox-active heterocycles of similar structure. It is one of the most widely used herbicides worldwide. It is quick-acting and non-selective, killing green plant tissue on contact.
Chemical data
- Formula
- C12H14Cl2N2
- Molecular weight
- 257.16 g/mol
- IUPAC name
- 1-methyl-4-(1-methylpyridin-1-ium-4-yl)pyridin-1-ium dichloride
- SMILES
- C[N+]1=CC=C(C=C1)C2=CC=[N+](C=C2)C.[Cl-].[Cl-]
- InChIKey
- FIKAKWIAUPDISJ-UHFFFAOYSA-L
- Polar surface area
- 7.8 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
255 papersvia PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 256.053404
- Has use
- herbicide
Show 9 more facts
- immediately dangerous to life or health
- 1
- decomposition point
- 572
- chemical formula
- C₁₂H₁₄Cl₂N₂
- NIOSH Pocket Guide ID
- 0478
- density
- 1.24
- vapor pressure
- 0.0000001
- time-weighted average exposure limit
- 0.5
- canonical SMILES
- C[N+]1=CC=C(C=C1)C2=CC=[N+](C=C2)C.[Cl-].[Cl-]
- Commons category
- Paraquat
Sources (3)
via Wikidata · CC0
~21 min read
Encyclopedic overview
11 sectionsContents
- Production and redox reactions
- Herbicide use
- Regulation in the United States
- Reactivity and mode of action
- Weed resistance management
- Toxicity
- "Paraquat pot"
- Use in suicide and murder
- Parkinson's disease
- References
- External links
Paraquat (trivial name; ), or '''N,N′-dimethyl-4,4′-bipyridinium dichloride (systematic name), also known as methyl viologen''', is a toxic organic compound with the chemical formula [(C6H7N)2]Cl2. It is classified as a viologen, a family of redox-active heterocycles of similar structure. It is one of the most widely used herbicides worldwide. It is quick-acting and non-selective, killing green plant tissue on contact.
Paraquat is highly toxic to humans and other animals. The toxicity and lethality depends on the dose and how the herbicide is absorbed by the body. In humans, paraquat damages the mouth, stomach, and intestines if it is ingested orally. Once absorbed in the body, paraquat causes particular damage to the lungs, kidneys, and liver. Paraquat's lethality is attributed to its enhancing production of superoxide anions and human lung cells can accumulate paraquat. Paraquat exposure has been strongly linked to the development of Parkinson's disease.
Excerpted from Wikipedia’s “paraquat dichloride” article, available under the CC BY-SA 4.0 licence.