Atrazine

Atrazine
Names
Preferred IUPAC name
6-Chloro-N2-ethyl-N4-(propan-2-yl)-1,3,5-triazine-2,4-diamine
Other names
Atrazine
1-Chloro-3-ethylamino-5-isopropylamino-2,4,6-triazine
2-Chloro-4-ethylamino-6-isopropylamino-s-triazine
6-Chloro-N-ethyl-N'-(1-methylethyl)-1,3,5-triazine-2,4-diamine
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.016.017
KEGG
UNII
  • InChI=1S/C8H14ClN5/c1-4-10-7-12-6(9)13-8(14-7)11-5(2)3/h5H,4H2,1-3H3,(H2,10,11,12,13,14) Y
    Key: MXWJVTOOROXGIU-UHFFFAOYSA-N Y
  • InChI=1/C8H14ClN5/c1-4-10-7-12-6(9)13-8(14-7)11-5(2)3/h5H,4H2,1-3H3,(H2,10,11,12,13,14)
    Key: MXWJVTOOROXGIU-UHFFFAOYAJ
  • Clc1nc(nc(n1)NC(C)C)NCC
Properties
C8H14ClN5
Molar mass 215.69 g·mol−1
Appearance Colorless solid
Density 1.187 g/cm3
Melting point 175 °C (347 °F; 448 K)
Boiling point 200 °C (392 °F; 473 K) decomposes
7 mg/100 mL
Hazards
Flash point Noncombustible
NIOSH (US health exposure limits):
PEL (Permissible)
None
REL (Recommended)
TWA 5 mg/m3
IDLH (Immediate danger)
N.D.
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

Atrazine (/ˈætrəzn/ A-trə-zeen) 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.

As of 2001, atrazine was the most common pesticide found in drinking water in the U.S.