2908-80-7

Basic information

• Product Name: 3-(4-hydroxyphenyl)-1,1-dimethylurea
• Synonyms: 3-(4-Hydroxyphenyl)-1,1-dimethylurea; urea, N'-(4-hydroxyphenyl)-N,N-dimethyl-
• CAS NO: 2908-80-7
• Molecular Formula: C₉H₁₂N₂O₂
• Molecular Weight: 180.2038
• Mol File: 2908-80-7.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 401.6°C at 760 mmHg
• Flash Point: 196.7°C
• Density: 1.245g/cm³
• Vapor Pressure: 5.04E-07mmHg at 25°C
• Refractive Index: 1.618
• CAS DataBase Reference: 3-(4-hydroxyphenyl)-1,1-dimethylurea(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-hydroxyphenyl)-1,1-dimethylurea(2908-80-7)
• EPA Substance Registry System: 3-(4-hydroxyphenyl)-1,1-dimethylurea(2908-80-7)

Safety Data

• Hazardous Substances Data: 2908-80-7(Hazardous Substances Data)

Upstream product

• 201230-82-2 carbon monoxide 
• 123-30-8 4-amino-phenol 
• 124-40-3 dimethyl amine 
• 27574-53-4 4-hydroxybenzoyl azide 
• 79-44-7 N,N-Dimethylcarbamoyl chloride 
• 150-68-5 monuron 
• 24630-41-9 4-acetoxyphenyl isocianate 
• 99-76-3 methyl 4-hydroxylbenzoate 
• 5351-23-5 4-hydroxybenzoic acid hydrazide 
• 905303-80-2 acetic acid 4-azidocarbonyl-phenyl ester 
• 905303-83-5 acetic acid 4-(3,3-dimethyl-ureido)-phenyl ester 
• 19937-59-8 metoxuron 
• 34123-59-6 N-(4-isopropylphenyl)-N',N'-dimethylurea 
• 101-42-8 fenuron 

Downstream Products

• 76196-20-8 3-[4-(3-tert-Butylamino-2-hydroxy-propoxy)-phenyl]-1,1-dimethyl-urea 
• 76196-23-1 3-[4-(3-Cyclopentylamino-2-hydroxy-propoxy)-phenyl]-1,1-dimethyl-urea 
• 76196-29-7 3-{4-[2-Hydroxy-3-(1-phenyl-ethylamino)-propoxy]-phenyl}-1,1-dimethyl-urea 
• 107228-69-3 N'-[4-[[6-Chloro-5-(1,1-dimethylethyl)-3-pyridazinyl]oxy]phenyl]-N,N-dimethylurea 
• 35736-21-1 1-[(p-N',N'-dimethyl-ureido)-phenoxy]-2-hydroxy-3-isopropylamino-propane 
• 69919-53-5 N'-4-[2-(3-trifluoromethylphenoxy)ethoxy]phenyl-N,N-dimethylurea 
• 76196-24-2 3-[4-(3-Cyclohexylamino-2-hydroxy-propoxy)-phenyl]-1,1-dimethyl-urea 

Relevant articles and documents

Phototransformation of metoxuron [3-(3-chloro-4-methoxyphenyl)-1,1-dimethylurea] in aqueous solution

UV irradiation of metoxuron in aerated aqueous solution at 254nm or between 300 and 450 nm led initially to an almost specific photohydrolysis of the C-C1 bond, resulting in the formation of 3-(3-hydroxy-4-methoxyphenyl)-1,1-dimethylurea (MX3) and hydroge

HARDENER AND CURE ACCELERANT WITH FLAME RETARDANCY EFFECT FOR CURING EPOXY RESINS (II)

The present invention relates to novel hardeners for curing epoxy resins and to cure accelerants for the accelerated curing of epoxy resins comprising, in each case, at least one compound from the group of esters of phosphorus-containing acids according to Formula (I), wherein there applies to Formula (I): wherein there applies to the radicals R1, R2, R3, R6, X and indices m, n, p, simultaneously or independently of one another: R1, R2=simultaneously or independently of one another, hydrogen or alkyl, R3=alkyl, aryl, —O-alkyl, —O-aryl, —O-alkylaryl or —O-arylalkyl,R6=hydrogen, alkyl or —NHC(O)NR1R2,X=oxygen or sulphur,m=1, 2 or 3,n=0, 1 or 2, wherein there applies: m+n=3p=0, 1 or 2.

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.