Structure via PubChem · Public domain (PubChem)
atrazine
Sign in to saveAlso known as 2-Chloro-4-ethylamino-6-isopropylamino-s-triazine, 6-Chloro-N-ethyl-N'- (1-methylethyl)-1,3,5-triazine-2,4-diamine, 1-Chloro-3-ethylamino-5-isopropylamino-2,4,6-triazine, 1-Chloro-3-ethylamino-5-isopropylamino-s-triazine, 2-Chloro-4-(2-propylamino)-6-ethylamino-s-triazine, 2-Chloro-4-ethylamineisopropylamine-s-triazine, 2-Chloro-4-ethylamino-6-isopropylamino-1,3,5-triazine, 6-Chloro-N-ethyl-N'-(1-methylethyl)-1,3,5-triazine-2,4-diamine
Atrazine ( ) is a chlorinated herbicide of the triazine class. It is used to prevent pre-emergence broadleaf weeds in crops such as maize (corn), soybean and sugarcane, and also in turf landscaping, such as golf courses and residential lawns. Its use significantly increases crop yields. Atrazine is one of the most widely used herbicides in the United States, Canada, Australia, and Brazil, but has been banned in other countries including in the European Union and the Gulf Cooperation Council. Its use is controversial and highly regulated.
Chemical data
- Formula
- C8H14ClN5
- Molecular weight
- 215.68 g/mol
- IUPAC name
- 6-chloro-4-N-ethyl-2-N-propan-2-yl-1,3,5-triazine-2,4-diamine
- SMILES
- CCNC1=NC(=NC(=N1)Cl)NC(C)C
- InChIKey
- MXWJVTOOROXGIU-UHFFFAOYSA-N
- XLogP
- 2.6
- Polar surface area
- 62.7 Ų
- H-bond donors
- 2
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Research
6,354 papers- Atrazine's effects on mammalian physiology.Journal of toxicology and environmental health. Part B, Critical reviews · 2025
- Impact of atrazine on soil microbial properties: A meta-analysis.Environmental pollution (Barking, Essex : 1987) · 2023
- Atrazine interaction with estrogen expression systems.Reviews of environmental contamination and toxicology · 2008
- Atrazine and cancer: a review of the epidemiologic evidence.European journal of cancer prevention : the official journal of the European Cancer Prevention Organisation (ECP) · 2013
- Advances in understanding and mitigating Atrazine's environmental and health impact: A comprehensive review.Journal of environmental management · 2024
via PubMed
Wikidata facts
- Mass
- 215.094
Show 13 more facts
- NIOSH Pocket Guide ID
- 0043
- MCN code
- 2933.69.13
- density
- 1.19
- chemical formula
- C₈H₁₄ClN₅
- median lethal dose (LD50)
- 3
- Commons category
- Atrazine
- melting point
- 340
- solubility
- 0.003
- vapor pressure
- 0.0000003
- time-weighted average exposure limit
- 10
- short-term exposure limit
- 2
- canonical SMILES
- CCNC1=NC(=NC(=N1)Cl)NC(C)C
- isomeric SMILES
- CC/N=C/1\N/C(=N/C(C)C)/NC(=N1)Cl
via Wikidata · CC0
~9 min read
Article
13 sectionsContents
- Uses
- Chemistry and biochemistry
- Degradation
- Biodegradation
- Toxicology
- Cancer
- General reproductive health
- Aquatic impacts and regulation
- Regulatory action
- Legal actions
- See also
- References
- External links
Atrazine ( ) is a chlorinated herbicide of the triazine class. It is used to prevent pre-emergence broadleaf weeds in crops such as maize (corn), soybean and sugarcane, and also in turf landscaping, such as golf courses and residential lawns. Its use significantly increases crop yields. Atrazine is one of the most widely used herbicides in the United States, Canada, Australia, and Brazil, but has been banned in other countries including in the European Union and the Gulf Cooperation Council. Its use is controversial and highly regulated.
, atrazine was the most common pesticide found in drinking water in the U.S.