330-98-3

Basic information

• Product Name: 1-(4-Fluorophenyl)-3-phenylurea
• Synonyms: 1-(4-Fluorophenyl)-3-phenylurea
• CAS NO: 330-98-3
• Molecular Formula: C₁₃H₁₁FN₂O
• Molecular Weight: 230.2376
• Mol File: 330-98-3.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 261.4°Cat760mmHg
• Flash Point: 111.9°C
• Appearance: /
• Density: 1.322g/cm³
• Vapor Pressure: 0.0116mmHg at 25°C
• Refractive Index: 1.67
• CAS DataBase Reference: 1-(4-Fluorophenyl)-3-phenylurea(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-Fluorophenyl)-3-phenylurea(330-98-3)
• EPA Substance Registry System: 1-(4-Fluorophenyl)-3-phenylurea(330-98-3)

Safety Data

• Hazardous Substances Data: 330-98-3(Hazardous Substances Data)

Usage

Chemical class

Phenylurea

Use

Herbicide for controlling weeds in cotton, sorghum, and sugarcane crops

Mechanism of action

Inhibits photosynthesis in target plants

Physical state

White crystalline solid

Solubility

Insoluble in water, soluble in organic solvents (e.g., acetone, methanol)

Environmental persistence

Known for its persistence in the environment

Environmental impact

Leaches into groundwater, posing risks to non-target plants and aquatic organisms

Regulatory status

Restricted or banned in some countries due to environmental impact and potential human health risks

InChI:InChI=1/C13H11FN2O/c14-10-6-8-12(9-7-10)16-13(17)15-11-4-2-1-3-5-11/h1-9H,(H2,15,16,17)

Upstream product

• 103-71-9 phenyl isocyanate 
• 371-40-4 4-fluoroaniline 
• 200422-17-9 4-fluorophenyl carbamate 4-nitrophenyl ester 
• 62-53-3 aniline 
• 591-50-4 iodobenzene 
• 659-30-3 1-(4-fluorophenyl)urea 
• 352-34-1 4-fluoro-1-iodobenzene 
• 64-10-8 phenyl carbamate 
• 352-33-0 1-Chloro-4-fluorobenzene 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 1765-93-1 4-fluoroboronic acid 
• 495-18-1 Benzohydroxamic acid 
• 201230-82-2 carbon monoxide 
• 350-46-9 4-Fluoronitrobenzene 

Downstream Products

• 107676-79-9 C₁₃H₁₀FN₃O₂ 
• 107676-80-2 C₁₃H₁₀FN₃O₂ 

Relevant articles and documents

Palladium-Catalyzed Aerobic Oxidative Carbonylation of Amines Enables the Synthesis of Unsymmetrical N,N′-Disubstituted Ureas

A ligand-free palladium-catalyzed aerobic oxidative carbonylation of amines for the synthesis of ureas, particular unsymmetrically N,N′-disubstituted ureas, which cannot be accessed by any other palladium-catalyzed oxidative carbonylation of amines to date, is presented. An array of symmetrical and unsymmetrical ureas were straightforwardly synthesized by using inexpensive, readily available, stable, and safe amines with good to excellent yields under a pressure of 1 atm. This novel method employs oxygen as the sole oxidant and offers an attractive alternative to transition-metal-based oxidant systems.

Direct conversion of carboxylic acids to various nitrogen-containing compounds in the one-pot exploiting curtius rearrangement

Herein we report, a single-pot multistep conversion of inactivated carboxylic acids to various N-containing compounds using a common synthetic methodology. The developed methodology rendered the use of carboxylic acids as a direct surrogate of primary amines, for the synthesis of primary ureas, secondary/tertiary ureas, O/S-carbamates, benzoyl ureas, amides, and N-formyls, exploiting the Curtius reaction. This approach has a potential to provide a diversified library of N-containing compounds, starting from a single carboxylic acid, based on the selection of the nucleophile.

A Palladium-Catalyzed Domino Procedure for the Synthesis of Unsymmetrical Ureas

A palladium-catalyzed carbonylative procedure for the synthesis of unsymmetrical ureas has been developed. This one-pot one-step cascade procedure is consisted by three individual processes: carbonylation, Curtius rearrangement, and nucleophilic addition. A series of unsymmetrical ureas were prepared from easily available aryl iodides and amines in moderate to excellent yields. This procedure provides a convenient and practical approach for unsymmetrical urea synthesis. (Figure presented.).