905303-79-9

Basic information

• Product Name: 3-chloro-4-hydroxy-benzoyl azide
• CAS NO: 905303-79-9
• Molecular Weight: 197.581
• Mol File: 905303-79-9.mol

Chemical Properties

• CAS DataBase Reference: 3-chloro-4-hydroxy-benzoyl azide(CAS DataBase Reference)
• NIST Chemistry Reference: 3-chloro-4-hydroxy-benzoyl azide(905303-79-9)
• EPA Substance Registry System: 3-chloro-4-hydroxy-benzoyl azide(905303-79-9)

Safety Data

• Hazardous Substances Data: 905303-79-9(Hazardous Substances Data)

Upstream product

• 39634-98-5 3-chloro-4-hydroxybenzoic acid hydrazide 
• 3964-57-6 methyl 4-hydroxy-3-chlorobenzoate 

Downstream Products

• 34637-13-3 N,N-dimethyl-N'-(3-chloro-4-hydroxy-phenyl)-urea 
• 905303-84-6 acetic acid 2-chloro-4-(3,3-dimethyl-ureido)-phenyl ester 
• 905303-82-4 acetic acid 2-chloro-4-isocyanato-phenyl ester 
• 905303-81-3 acetic acid 4-azidocarbonyl-2-chloro-phenyl ester 

Relevant articles and documents

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.