42864-21-1

Basic information

• Product Name: 2,2,2-trichloroethyl phenylcarbamate
• Synonyms: 2,2,2-TRICHLOROETHANOL PHENYLCARBAMATE
• CAS NO: 42864-21-1
• Molecular Formula: C₉H₈Cl₃NO₂
• Molecular Weight: 268.5243
• Mol File: 42864-21-1.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 284.3°C at 760 mmHg
• Flash Point: 125.8°C
• Density: 1.495g/cm³
• Vapor Pressure: 0.00299mmHg at 25°C
• Refractive Index: 1.599
• CAS DataBase Reference: 2,2,2-trichloroethyl phenylcarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,2-trichloroethyl phenylcarbamate(42864-21-1)
• EPA Substance Registry System: 2,2,2-trichloroethyl phenylcarbamate(42864-21-1)

Safety Data

• Hazardous Substances Data: 42864-21-1(Hazardous Substances Data)

Usage

General Description

2,2,2-trichloroethyl phenylcarbamate, also known by its trade name Ronnel, is a synthetic organic compound commonly used as an insecticide and acaricide. It is classified as a carbamate pesticide and works by inhibiting the activity of acetylcholinesterase, an enzyme that is crucial for the proper functioning of the nervous system in insects and mites. This ultimately leads to the paralysis and death of the targeted pests. 2,2,2-trichloroethyl phenylcarbamate is effective against a wide range of pests, including mosquitos, flies, ticks, and agricultural pests, and is commonly used in public health programs and agricultural settings. However, due to its potential toxicity to humans and non-target organisms, its use is regulated in many countries.

Upstream product

• 62-53-3 aniline 
• 17341-93-4 2,2,2-Trichloroethyl chloroformate 
• 1001067-07-7 2,2,2-trichloroethyl 3-nitro-1H-1,2,4-triazole-1-carboxylate 
• 931109-52-3 O-tosyl-N-trichloroethoxycarbonylhydroxylamine 
• 71-43-2 benzene 
• 98-80-6 phenylboronic acid 
• 65-85-0 benzoic acid 

Downstream Products

• 103-71-9 phenyl isocyanate 
• 2645-36-5 1-(N-phenylcarbamoyl)piperidine 
• 6312-94-3 1-hexadecyl-3-phenyl-urea 
• 886-59-9 N-cyclohexyl-N'-phenylurea 
• 3746-53-0 N-(4-metoxyphenyl)-N'-phenylurea 
• 15054-54-3 1-tert-butyl-3-phenylurea 
• 1461-81-0 N,N-diisopropyl-N'-phenylurea 
• 1467-21-6 N-phenyl-N'-benzylurea 
• 99209-03-7 ethyl (R)-(+)-2-(phenylamino)propionate 
• 62-53-3 aniline 
• 35661-56-4 2,2-dichloromethyl-N-phenyl carbamate 
• 1967-26-6 N-(4-chlorophenyl)-N'-phenylurea 
• 107676-58-4 N-(4-cyanophenyl)-N'-phenyl-urea 
• 4300-33-8 N-(4-methylphenyl)-N'-phenylurea 

Relevant articles and documents

Catalytic Decarboxylative C?N Formation to Generate Alkyl, Alkenyl, and Aryl Amines

Transition-metal-catalyzed sp2 C?N bond formation is a reliable method for the synthesis of aryl amines. Catalytic sp3 C?N formation reactions have been reported occasionally, and methods that can realize both sp2 and sp3 C?N formation are relatively unexplored. Herein, we address this challenge with a method of catalytic decarboxylative C?N formation that proceeds through a cascade carboxylic acid activation, acyl azide formation, Curtius rearrangement and nucleophilic addition reaction. The reaction uses naturally abundant organic carboxylic acids as carbon sources, readily prepared azidoformates as the nitrogen sources, and 4-dimethylaminopyridine (DMAP) and Cu(OAc)2 as catalysts with as low as 0.1 mol % loading, providing protected alkyl, alkenyl and aryl amines in high yields with gaseous N2 and CO2 as the only byproducts. Examples are demonstrated of the late-stage functionalization of natural products and drug molecules, stereospecific synthesis of useful α-chiral alkyl amines, and rapid construction of different ureas and primary amines.

Acylamino-Directed Specific Sequential Difunctionalizations of Anilides via Metal-Free Relay Reactions for p-Oxygen and o-Nitrogen Incorporation

Novel acylamino-directed relay disubstitutions realize the sequential difunctionalizations of anilides (1) under mild and metal-free conditions for the first time. This [bis(trifluoroacetoxy)iodo]benzene (PIFA) and BF3·Et2O promoted straightforward reaction produces a series of p-acetoxyl- or p-alkoxyl-o-nitro-N-arylamides (2), which are key scaffolds of various drugs, functional materials, and bioactive molecules. The flexibility with respect to the functional groups in these products affords this novel protocol excellent versatility for synthetic applications.

Copper-catalyzed C2-H amidation of unactivated arenes by N-tosyloxycarbamates

(Neocuproine)Cu PF6 catalyzes the C-H amidation of unactivated arenes by N-tosyloxytrichloroethylcarbamates. Alkyl benzenes are selectively converted to aromatic amines and substituted arenes display variable regioselectivity. The Royal Society of Chemistry 2013.