ChemicalBook--->CAS DataBase List--->87674-68-8

87674-68-8

87674-68-8 Structure

87674-68-8 Structure
IdentificationBack Directory
[Name]

Dimethenamid
[CAS]

87674-68-8
[Synonyms]

Fronier
SAN 582
SAN 582H
San 682h
FRONTIER
Fieldstar
DIMETHENAMID
Dimethenamid 0
Dimethenamid [iso]
Frontier herbicide
DIMETHENAMID STANDARD
dimethenamid (bsi,pa e-iso)
Dimethenamid 100mg [87674-68-8]
Epa pesticide chemical code 129051
Dimethenamid@1000 μg/mL in Acetone
Dimethenamid Solution in Methanol, 100μg/mL
2-CHLORO-N-(2,4-DIMETHYL-3-THIENYL)-N-(2-METHOXY-1-METHYLETHYL)ACETAMIDE
Acetamide, 2-chloro-N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy-1-methylethyl)-
(RS)-2-chloro-N-(2,4-dimethyl-3-thienyl)-N-(2-methoxy-1-methylethyl)acetamide
[Molecular Formula]

C12H18ClNO2S
[MDL Number]

MFCD01632376
[MOL File]

87674-68-8.mol
[Molecular Weight]

275.79
Chemical PropertiesBack Directory
[Melting point ]

25°C
[Boiling point ]

bp26.7 Pa 127°
[density ]

d25 1.187
[refractive index ]

1.5630 (estimate)
[storage temp. ]

0-6°C
[solubility ]

Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
[form ]

neat
[pka]

1.16±0.50(Predicted)
[Merck ]

13,3240
[BRN ]

8143313
[Henry's Law Constant]

8.9×102 mol/(m3Pa) at 25℃, Keshavarz et al. (2022)
[Major Application]

agriculture
environmental
[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
[InChIKey]

JLYFCTQDENRSOL-UHFFFAOYSA-N
[SMILES]

COCC(C)N(C(=O)CCl)c1c(C)csc1C
[EPA Substance Registry System]

Dimethenamid (87674-68-8)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Environment (GHS09)
GHS07,GHS09
[Signal word ]

Warning
[Hazard statements ]

H302-H411
[Precautionary statements ]

P264-P270-P273-P301+P312-P391-P501
[Hazard Codes ]

Xn,N
[Risk Statements ]

22-51/53
[RIDADR ]

UN 3082 9 / PGIII
[WGK Germany ]

2
[RTECS ]

AB5444200
[Storage Class]

10 - Combustible liquids
[Hazard Classifications]

Acute Tox. 4 Oral
Aquatic Chronic 2
[Hazardous Substances Data]

87674-68-8(Hazardous Substances Data)
[Toxicity]

LD50 in rats (mg/kg): 1570 orally; >2000 dermally; LC50 in bluegill sunfish, rainbow trout (mg/l): 6.4, 2.6 (Harr)
Hazard InformationBack Directory
[Description]

Dimethanamid is a soil-applied herbicide. It is highly soluble in water and has a low volatility. It is not expected to be persistent in soil systems but may be persistent in water depending on local conditions. It is moderately toxic to most fauna and flora for which data is available. Dimethenamid is also moderately toxic to mammals if ingested and is a skin irritant and skin sensitizer.
[Uses]

Preemergence herbicide for use in food crops.
[Definition]

ChEBI: 2-chloro-N-(2,4-dimethylthiophen-3-yl)-N-(1-methoxypropan-2-yl)acetamide is an organochlorine compound that is 2-chloroacetamide substituted by a 2,4-dimethylthiophen-3-yl and a 1-methoxypropan-2-yl group at the nitrogen atom. It is a member of thiophenes, an aromatic amide, an ether and an organochlorine compound.
[Production Methods]

The commercial production of dimethenamid begins with the reaction of 2,4-dimethylthiophene-3-amine with 2-methoxy-1-methylethylamine, followed by acylation with chloroacetyl chloride in an organic solvent under controlled temperature and pH to ensure high yield and purity. The crude dimethenamid is purified through filtration and recrystallisation to remove impurities.
[Agricultural Uses]

Herbicide: A U.S. EPA restricted Use Pesticide (RUP) as Dimethenamide-P. Not approved for use in EU countries
[Trade name]

DETAIL®; DPX-PM082® (formulation containing dimethenamid, chlorimuron-ethyl, and so- dium sulforicinol); FRONTIER®; GUARDSMAN®; LEADOFF® (atrazine + dimethenamid), DuPont TM Crop Protection; PURSUIT®; OPTILL®; SAN-582H®
[Mechanism of action]

Absorbed via roots, little translocation. Inhibition of mitosis and cell division.
[Pesticide Type]

Herbicide
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