34637-13-3

Usage

Usage

Herbicide

Purpose

Control the growth of unwanted plants in agricultural and non-agricultural settings

Mechanism of action

Inhibits photosynthesis in target plants, leading to their eventual death

Effectiveness

Effective against a wide range of weeds

Combination use

Often used in combination with other herbicides to enhance performance

Environmental impact

Potential for groundwater contamination and harm to non-target plant species

Regulation

Use of diuron is regulated in many countries due to environmental concerns

InChI:InChI=1/C9H11ClN2O2/c1-12(2)9(14)11-6-3-4-8(13)7(10)5-6/h3-5,13H,1-2H3,(H,11,14)

Upstream product

• 330-54-1 DCMU 
• 39634-98-5 3-chloro-4-hydroxybenzoic acid hydrazide 
• 3964-57-6 methyl 4-hydroxy-3-chlorobenzoate 
• 905303-81-3 acetic acid 4-azidocarbonyl-2-chloro-phenyl ester 
• 905303-79-9 3-chloro-4-hydroxy-benzoyl azide 
• 905303-82-4 acetic acid 2-chloro-4-isocyanato-phenyl ester 
• 905303-84-6 acetic acid 2-chloro-4-(3,3-dimethyl-ureido)-phenyl ester 

Downstream Products

• 695-99-8 2-Chloro-1,4-benzoquinone 
• 69922-91-4 N'-3-chloro-4-[2-(3-methyl-4-methoxyphenyl)ethoxy]phenyl-N,N-dimethylurea 

Relevant academic research and scientific papers

Degradation of diuron photoinduced by iron(III) in aqueous solution

The degradation of diuron photoinduced by iron(III) in aqueous solution has been investigated with different iron(III) species (monomeric species Fe(OH)2+, dimeric species Fe2(OH)2/4+ and water-soluble oligomeric species) under monochromatic excitation at 365 nm and under sunlight. The rate of degradation depends on the concentration in Fe(OH)2+, the most reactive species in terms of ·OH radical formation. The major photoproduct is 3-(3,4-dichlorophenyl)-1-formyl-1-methylurea which represents more than 60% of diuron disappearance. The mechanism only involves the attack by ·OH radicals arising from iron(III) excited species. The half-lives of diuron when submitted to such a process in the environment were estimated to be 1-2 h and a few days according to the concentration of Fe(OH)2+ (respectively 70% and 10% of total iron(III) concentration).

Identification and formation pathway of laccase-mediated oxidation products formed from hydroxyphenylureas

Hydroxyphenylureas are the first main metabolites formed in the environment from pesticide and biocide urea compounds. Because fungi release potent exocellular oxidases, we studied the ability of laccases produced by the white rot fungus, T. versicolor, to catalyze in vitro the transformation of five hydroxyphenylureas, to identify transformation pathways and mechanisms. Our results establish that the pH of the reaction has a strong influence on both the kinetics of the reaction and the nature of the transformation products. Structural characterization by spectroscopic methods (NMR, mass spectrometry) of eleven transformation products shows that laccase oxidizes the substrates to quinones or to polyaromatic oligomers. Slightly acidic conditions favor the formation of quinones as final transformation products. In contrast, at pH 5-6, the quinones further react with the remaining substrate in solution to give hetero-oligomers via carbon-carbon or carbon-oxygen bond formation. A reaction pathway is proposed for each of the identified products. These results demonstrate that fungal laccases could assist the transformation of hydroxyphenylureas.

1-Methoxy-1-methyl-3-{p-[(1,1-dimethyl-2-propynyloxy)-methoxy]phenyl}urea

This invention relates to novel (alkenyloxy), (alkynyloxy) and (cyanoalkoxy) alkoxyphenyl ureas and their use as herbicidal agents.