ChemicalBook--->CAS DataBase List--->81405-85-8

81405-85-8

81405-85-8 Structure

81405-85-8 Structure
IdentificationBack Directory
[Name]

IMAZAMETHABENZ-METHYL
[CAS]

81405-85-8
[Synonyms]

ac293
ASSERT
DAGGER
cl222293
ac222293
Dagger G
HSDB 6675
Assert 300
Assert(TM)
IMazaMethabenz-Methy
IMAZAMETHABENZ-METHYL
FENOXYCARB PESTANAL, 250 MG
Imazamethabenz methyl ester
IMAZAMETHABENZ METHYL STANDARD
Imazamethabenz Methyl @100 μg/mL in MeOH
Imazamethabenz-methyl Solution in Methanol, 100μg/mL
IMAZAMETHABENZ-METHYL ANALYTICAL STANDARD MIXTURE OF ISOMERS
[Molecular Formula]

C16H20N2O3
[MDL Number]

MFCD09265341
[MOL File]

81405-85-8.mol
[Molecular Weight]

288.34
Chemical PropertiesBack Directory
[Melting point ]

133℃
[Fp ]

93 °C
[storage temp. ]

0-6°C
[solubility ]

Chloroform (Slightly), Methanol (Slightly)
[form ]

neat
[color ]

White to Off-White
[Merck ]

13,4927
[BRN ]

8328238
[Henry's Law Constant]

2.6×106 mol/(m3Pa) at 25℃, HSDB (2015)
[Major Application]

agriculture
environmental
[InChI]

1S/C16H20N2O3/c1-9(2)16(4)15(20)17-13(18-16)12-8-10(3)6-7-11(12)14(19)21-5/h6-9H,1-5H3,(H,17,18,20)
[InChIKey]

FFCCBBNQPIMUJI-UHFFFAOYSA-N
[SMILES]

COC(=O)c1ccc(C)cc1C2=NC(C)(C(C)C)C(=O)N2
[EPA Substance Registry System]

Imazamethabenz-methyl (81405-85-8)
Safety DataBack Directory
[WGK Germany ]

2
[RTECS ]

DG8576140
[HS Code ]

29332900
[Storage Class]

11 - Combustible Solids
[Hazardous Substances Data]

81405-85-8(Hazardous Substances Data)
[Toxicity]

LD50 in rats, rabbits (mg/kg): >5000, 4500 orally, >2000, >2000 dermally (Hedlund, Anderson)
Hazard InformationBack Directory
[Uses]

Herbicide.
[Uses]

Imazamethabenz-methyl is used in combined herbicides formulations, screening pesticides in foods using gas chromatography and mass spectrometry.
[Production Methods]

The commercial synthesis of imazamethabenz-methyl involves a carefully controlled multi-step process rooted in imidazolinone chemistry. It begins with the preparation of a substituted benzoic acid derivative, which undergoes condensation with an imidazolinone intermediate to form the herbicidal core. This step is followed by esterification using methanol under acidic or catalytic conditions to yield the methyl ester form, enhancing the compound’s solubility and bioavailability. The reaction conditions, such as temperature, pH, and solvent choice, are optimised to maximise yield and minimize by-products.
[Mechanism of action]

Selective, systemic absorbed through roots and leaves. Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS.
[Pesticide Type]

Herbicide
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