33026-74-3

Basic information

• Product Name: 1-methoxy-3-phenylurea
• Synonyms: 1-Methoxy-3-phenylurea; urea, N-methoxy-N'-phenyl-
• CAS NO: 33026-74-3
• Molecular Formula: C₈H₁₀N₂O₂
• Molecular Weight: 166.1772
• Mol File: 33026-74-3.mol
• Article Data: 8

Chemical Properties

• Density: 1.206g/cm³
• Refractive Index: 1.58
• CAS DataBase Reference: 1-methoxy-3-phenylurea(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methoxy-3-phenylurea(33026-74-3)
• EPA Substance Registry System: 1-methoxy-3-phenylurea(33026-74-3)

Safety Data

• Hazardous Substances Data: 33026-74-3(Hazardous Substances Data)

Usage

Chemical class

Urea derivatives

Primary use

Herbicide and plant growth regulator

Mode of action

Inhibits the photosystem II complex in the chloroplasts of plants, interfering with their ability to photosynthesize.

Target weeds

Broadleaf weeds and grasses

Applications

Used in agriculture to control the growth of weeds in a wide range of crops, including cotton, soybeans, and sugarcane.

Effectiveness

Broad spectrum of effectiveness

Precautions

Can affect non-target plants and wildlife if not applied properly.

Upstream product

• 67-62-9 O-Methylhydroxylamin 
• 103-71-9 phenyl isocyanate 
• 104057-25-2 C₂₃H₂₂N₂O₃ 
• 85989-65-7 C₈H₈ClNO₃ 
• 62-53-3 aniline 
• 1224174-90-6 O-methylbenzohydroximoyl azide 
• 593-56-6 N-methoxylamine hydrochloride 

Downstream Products

• 1576-29-0 N'-Methoxy-N'-butyl-N-phenyl-harnstoff 
• 1576-19-8 N'-Methoxy-N'-aethyl-N-phenyl-harnstoff 
• 5710-10-1 N,N-Bis-phenylcarbamoyl-O-methyl-hydroxylamin 
• 1576-17-6 N-methoxy-N-methyl-N'-phenylurea 
• 104057-25-2 C₂₃H₂₂N₂O₃ 
• 1315572-68-9 diethyl (3-methoxy-2-oxo-1,2,3,4-tetrahydroquinazolin-4-yl)methylphosphonate 
• 1315572-69-0 3-methoxy-4-(phenylsulfonylmethyl)-3,4-dihydroquinazolin-2(1H)-one 
• 1315572-94-1 (E)-ethyl 3-(2-(3-methoxyureido)phenyl)acrylate 

Relevant articles and documents

Synthesis and SAR of 1-hydroxy-1 H -benzo[ d ]imidazol-2(3 H)-ones as inhibitors of d -amino acid oxidase

A series of 1-hydroxy-1H-benzo[d]imidazol-2(3H)-ones were synthesized and evaluated for their ability to inhibit human and porcine forms of d-amino acid oxidase (DAAO). The inhibitory potency is largely dependent on the size and position of substituents o

Synthesis of N-alkoxybenzimidoyl azides and their reactions in electrophilic media

A new general route to N-alkoxybenzimidoyl azides [ArC(N3)=NOR] from a reaction of N-alkoxybenzimidoyl bromide [ArC(Br)=NOR] with sodium azide in DMSO is described. These reactions result in the Z-geometric configuration. These compounds show a moderate degree of thermal stability as assessed by differential scanning calorimetry, and lack reactivity in traditional 1,3-dipolar cycloaddition 'click' reactions. Upon exposure to electrophilic compounds (trifluoroacetic acid or acetyl chloride), these azide compounds can react by two pathways: a Schmidt-type rearrangement to form an N-alkoxyurea or an isomerization - cyclization reaction pathway to form an N-alkoxytetrazole. The route of the reaction has no dependence on solvent polarity and appears to depend upon the electrophile (H+ vs. CH3CO+): reaction of the azide with trifluoroacetic acid results predominantly in the urea; reaction with acetyl chloride results solely in the tetrazole. Calculations indicate that the urea product is thermodynamically favored over the tetrazole product. They also indicate that both reaction conditions result in an equilibration between the starting azide and the tetrazole with the tetrazole being the major component in this equilibrium mixture. The fact that the azide also undergoes a Schmidt-type rearrangement to form an N-alkoxyurea when treated with trifluoroacetic acid appears to indicate that the barrier for aromatic ring migration is lower in the protonated azide produced on reaction with trifluoroacetic acid than in the acetylated azide produced on reaction with acetyl chloride. Copyright

3-Methoxyamino-1,3-diarylpropan-1-one und N-(N-Phenylcarbamoyl)-Derivate

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