Hexazinone

Hexazinone
Names

IUPAC name 3-Cyclohexyl-6-dimethylamino-1-methyl-1,3,5-triazine-2,4-dione
Other names Velpar Hexazinone
Identifiers
CAS Number	51235-04-2^Y
3D model (Jmol)	Interactive image Interactive image
ChemSpider	36542^N
ECHA InfoCard	100.051.869
KEGG	C10926^N
PubChem	39965
InChI InChI=1S/C12H20N4O2/c1-14(2)10-13-11(17)16(12(18)15(10)3)9-7-5-4-6-8-9/h9H,4-8H2,1-3H3^N Key: CAWXEEYDBZRFPE-UHFFFAOYSA-N^N InChI=1/C12H20N4O2/c1-14(2)10-13-11(17)16(12(18)15(10)3)9-7-5-4-6-8-9/h9H,4-8H2,1-3H3 Key: CAWXEEYDBZRFPE-UHFFFAOYAU
SMILES O=C(N1C2CCCCC2)N=C(N(C)C)N(C)C1=O O=C1/N=C(\N(C(=O)N1C2CCCCC2)C)N(C)C
Properties
Chemical formula	C₁₂H₂₀N₄O₂
Molar mass	252.31
Appearance	White crystalline solid
Density	1.25 g/cm³
Melting point	116 °C (241 °F; 389 K)
Solubility in water	Soluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is ^YN ?)
Infobox references

Hexazinone is an organic compound that is used as a broad spectrum herbicide. It is a colorless solid. It exhibits some solubility in water but is highly soluble in most organic solvents except alkanes. A member of the triazine class herbicides, it is manufactured by DuPont and sold under the trade name Velpar.^[1]

It functions by inhibiting photosynthesis and thus is a nonselective herbicide. It is used to control grasses, broadleaf, and woody plants. Approximately 33% is used on alfalfa, 31% in forestry, 29% in industrial areas, 4% on rangeland and pastures, and < 2% on sugarcane.^[2]

In 1989, hexazinone was deliberately used in an act of vandalism to poison the Treaty Oak in Austin, Texas.

Hexazinone is a pervasive groundwater contaminant, due to its high water solubility.

References

↑ Arnold P. Appleby, Franz Müller, Serge Carpy "Weed Control" in Ullmann's Encyclopedia of Industrial Chemistry 2002, Wiley-VCH, Weinheim. doi:10.1002/14356007.a28_165
↑ Hexazinone, Herbicide Profile, Pesticide Management Education Program, Cornell University

External links

DuPont webpage on Velpar
Hexazinone in the Pesticide Properties DataBase (PPDB)

Pest control: herbicides

Anilides/anilines	acetochlor alachlor asulam benfluralin butachlor diethatyl diflufenican dimethenamid flamprop metazachlor metolachlor pendimethalin pretilachlor propachlor propanil trifluralin

Aromatic acids	aminopyralid chloramben clopyralid dicamba picloram pyrithiobac quinclorac quinmerac

Arsenicals	cacodylic acid copper arsenate DSMA MSMA

Organophosphorus	bensulide bialaphos ethephon fosamine glufosinate glyphosate piperophos

Phenoxy	2,4-D 2,4-DB dichlorprop fenoprop MCPA MCPB 2,4,5-T

Pyridines	dithiopyr fluroxypyr imazapyr thiazopyr triclopyr

Quaternary	diquat MPP paraquat

Triazines	ametryn atrazine cyanazine hexazinone prometon prometryn propazine simazine simetryn terbuthylazine terbutryn

Ureas	chlortoluron DCMU metsulfuron-methyl monolinuron tebuthiuron

Others	3-AT aminocyclopyrachlor bromoxynil clomazone DCBN dinoseb juglone mesotrione methazole metam sodium metamitron metribuzin sulfentrazone

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