Dimethenamid

From Wikipedia, the free encyclopedia

Dimethenamid^[1]^[2]

IUPAC name (RS)-2-Chloro-N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy-1-methylethyl)acetamide
Other names Frontier Herbicide Dimethenamid-P ((S)-isomer)^[3]
Identifiers
CAS number	87674-68-8^Y
PubChem	91744
ChemSpider	82842^Y
KEGG	C18499^Y
RTECS number	AB5444200
Jmol-3D images	Image 1 Image 2
SMILES CC1=CSC(=C1N(C(C)COC)C(=O)CCl)C ClCC(=O)N(c1c(scc1C)C)C(COC)C
InChI InChI=1S/C12H18ClNO2S/c1-8-7-17-10(3)12(8)14(11(15)5-13)9(2)6-16-4/h7,9H,5-6H2,1-4H3^Y Key: JLYFCTQDENRSOL-UHFFFAOYSA-N^Y InChI=1/C12H18ClNO2S/c1-8-7-17-10(3)12(8)14(11(15)5-13)9(2)6-16-4/h7,9H,5-6H2,1-4H3 Key: JLYFCTQDENRSOL-UHFFFAOYAR
Properties
Molecular formula	C₁₂H₁₈ClNO₂S
Molar mass	275.79 g/mol
Appearance	Tan to brown liquid
Density	1.141 g/cm³
Hazards
MSDS	MSDS from BASF
R-phrases	R22
Main hazards	Xn (harmful)
Flash point	151 °C; 304 °F; 424 K
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Dimethenamid is a widely used herbicide. In 2001, about 7 million pounds of dimethenamid were used in the United States.^[4] Dimethenamid is registered for control of annual grasses, certain annual broadleaf weeds and sedges in field corn, seed corn, popcorn and soybeans. Supplemental labeling also allows use on sweet corn, grain sorghum, dry beans and peanuts. In registering dimethinamide (SAN 582H/Frontier), EPA concluded that the primary means of dissipation of dimethenamid applied to the soil surface is photolysis, whereas below the surface loss was due largely to microbial metabolism. The herbicide was found to undergo anaerobic microbial degradation under denitrifying, iron-reducing, sulfate-reducing, or methanogenic conditions.^[5] In that study, more than half of the herbicide carbon (based on 14C-labeling) added was found to be incorporated irreversibly into soil-bound residue.

References

↑ Dimethenamid at Sigma-Aldrich
↑ Material Safety Data Sheet from BASF
↑ Dimethenamid at AlanWood.net
↑ 2000-2001 Pesticide Market Estimates, U.S. Environmental Protection Agency
↑ Crawford, J.J.; G. K. Sims, F. W. Simmons, L. M. Wax, and D. L. Freedman (2002). "Dissipation of the herbicide (14C) Dimethenamid under anaerobic aquatic conditions in flooded soil microcosms.". J. Agric. Food. Chem. 50 (6): 61483–1491. |accessdate= requires |url= (help)

v t e 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 metham sodium sulfentrazone

This article is issued from Wikipedia. The text is available under the Creative Commons Attribution/Share Alike; additional terms may apply for the media files.