332-33-2

Basic information

• Product Name: 1,1-Dimethyl-3-(4-fluorophenyl)urea
• Synonyms: 1,1-Dimethyl-3-(4-fluorophenyl)urea;1,1-Dimethyl-3-(p-fluorophenyl)urea;3-(4-fluorophenyl)-1,1-dimethylurea
• CAS NO: 332-33-2
• Molecular Formula: C₉H₁₁FN₂O
• Molecular Weight: 182.1948
• Mol File: 332-33-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 326.9°Cat760mmHg
• Flash Point: 151.5°C
• Appearance: /
• Density: 1.21g/cm³
• Vapor Pressure: 0.000209mmHg at 25°C
• Refractive Index: 1.562
• CAS DataBase Reference: 1,1-Dimethyl-3-(4-fluorophenyl)urea(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-Dimethyl-3-(4-fluorophenyl)urea(332-33-2)
• EPA Substance Registry System: 1,1-Dimethyl-3-(4-fluorophenyl)urea(332-33-2)

Safety Data

• Hazardous Substances Data: 332-33-2(Hazardous Substances Data)

Usage

Usage

Herbicide

Purpose

Control weeds in various crops

Function

Inhibits photosynthesis in plants

Application method

Pre-emergent or pre-plant

Target weeds

Wide range of grass and broadleaf weeds

Toxicity

Low to moderate to humans and animals

Precautions

Minimize exposure during handling and application

Disposal

Follow proper disposal methods to prevent soil and water contamination

Environmental impact

Relatively low when used according to label instructions

InChI:InChI=1/C9H11FN2O/c1-12(2)9(13)11-8-5-3-7(10)4-6-8/h3-6H,1-2H3,(H,11,13)

Upstream product

• 1195-45-5 para-fluorophenyl isocyanate 
• 124-40-3 dimethyl amine 
• 371-40-4 4-fluoroaniline 
• 79-44-7 N,N-Dimethylcarbamoyl chloride 
• 32745-69-0 3-(4-tert-butylphenyl)-1,1-dimethylurea 

Relevant articles and documents

Cu(II)-Catalyzed Ortho-C-H Nitration of Aryl Ureas by C-H Functionalization

A novel protocol for the aromatic ortho C-H nitration of aryl ureas with Fe(NO3)3·9H2O is developed. The reaction utilizes CuCl2·2H2O as catalyst and p-TSA as additive, showing good functional group tolerance and furnishing the desired products in moderate to excellent yields.

Oxidative fluorination of N-arylsulfonamides

We report a late stage oxidative nucleophilic fluorination of N-arylsulfonamides, a class of compounds so far not considered as precursors to 4-fluorophenyl sulfonamides. By installing a para-positioned tert-butyl substituent on the aniline, oxidative fluorination takes place regioselectively in the presence of HF·pyridine and PIDA. This methodology has been shown to give good yields for a variety of ortho- and meta-functionalised N-arylsulfonamides and has been adapted for radiofluorination to give 4-[18F]fluorophenyl sulfonamides under carrier added conditions.

Copper-catalyzed mild nitration of protected anilines

A practical copper-catalyzed direct nitration of protected anilines, by using one equivalent of nitric acid as the nitrating agent, has been developed. This procedure features mild reaction conditions, wide structural scope (with regard to both N-protecting group and arene substitution), and high functional-group tolerance. Dinitration with two equivalents of nitric acid is also feasible. Practical and reliable: A Cu-catalyzed selective nitration of para- and ortho-substituted aniline derivatives by using one equivalent of HNO3 has been developed that produces water as the only stoichiometric byproduct (see scheme; PG=protecting group). This method is compatible with strongly electron-deficient substrates, enabling dinitration (by using 2.0 equiv of HNO3). This method allows for a rapid access to relevant nitrogen-containing heterocyclic architectures.