7159-94-6

Basic information

• Product Name: N-(3,4-Dichlorophenyl)carbamic acid
• Synonyms: N-(3,4-Dichlorophenyl)carbamic acid;Carbamic acid, (3,4-dichlorophenyl)-, ethyl ester (9CI);3,4-Dichlorophenylcarbamic acid ethyl ester;Ethyl (3,4-dichlorophenyl)carbamate;Ethyl 3,4-dichlorocarbanilate;Ethyl N-(3,4-dichlorophenyl)carbamate
• CAS NO: 7159-94-6
• Molecular Formula: C₉H₉Cl₂NO₂
• Molecular Weight: 234.0793
• Mol File: 7159-94-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 270℃
• Flash Point: 117℃
• Appearance: /
• Density: 1.382
• Vapor Pressure: 0.007mmHg at 25°C
• Refractive Index: 1.584
• Storage Temp.: 2-8°C
• CAS DataBase Reference: N-(3,4-Dichlorophenyl)carbamic acid(CAS DataBase Reference)
• NIST Chemistry Reference: N-(3,4-Dichlorophenyl)carbamic acid(7159-94-6)
• EPA Substance Registry System: N-(3,4-Dichlorophenyl)carbamic acid(7159-94-6)

Safety Data

• Hazardous Substances Data: 7159-94-6(Hazardous Substances Data)

Usage

General Description

N-(3,4-Dichlorophenyl)carbamic acid is a chemical compound that belongs to the class of organic compounds known as phenylcarbamates. Its systematic name is N-(3,4-dichlorophenyl)carbamic acid, indicating that it's a carbamic acid where the amino group is substituted by a 3,4-dichlorophenyl group. The chemical's general molecular formula is C8H5Cl2NO2. It is not a naturally occurring substance but is synthesized for its use in various applications. Like many carbamates, it has a potential use as a pesticide or insecticide due to its ability to inhibit certain enzymes in pests. However, it should be handled with caution due to potential toxicity and environmental impact.

InChI:InChI=1/C9H9Cl2NO2/c1-2-14-9(13)12-6-3-4-7(10)8(11)5-6/h3-5H,2H2,1H3,(H,12,13)

Upstream product

• 64-17-5 ethanol 
• 102-36-3 3,4-dichlorophenylisocyanate 
• 330-54-1 DCMU 
• 95-50-1 1,2-dichloro-benzene 
• 51-79-6 urethane 
• 611-10-9 2-ethoxycarbonyl-1-cyclopentanone 
• 15460-48-7 N-(3,4-Dichlorphenylcarbamoyl)aziridin 

Downstream Products

• 330-54-1 DCMU 
• 91398-90-2 N-Aethoxycarbonyl-3,4-dichlor-oxanilsaeure-methylester 
• 31982-39-5 N-(3,4-Dichlorphenyl)-N-carbethoxyoxamylchlorid 
• 39054-29-0 Chloromethyl-(3,4-dichloro-phenyl)-carbamic acid ethyl ester 
• 102-36-3 3,4-dichlorophenylisocyanate 
• 177212-52-1 5-tert-Butyl-3-(3,4-dichloro-phenyl)-3H-oxazol-2-one 

Relevant articles and documents

Electrophotocatalytic C?H Heterofunctionalization of Arenes

The electrophotocatalytic heterofunctionalization of arenes is described. Using 2,3-dichloro-5,6-dicyanoquinone (DDQ) under a mild electrochemical potential with visible-light irradiation, arenes undergo oxidant-free hydroxylation, alkoxylation, and amination with high chemoselectivity. In addition to batch reactions, an electrophotocatalytic recirculating flow process is demonstrated, enabling the conversion of benzene to phenol on a gram scale.

Kinetics and mechanism of hydrolysis of phenylureas

The hydrolysis of phenylureas has been found to be affected by temperature, pH and buffer concentration. Kinetic evidence suggests that the formation of phenylisocyanate, the initial product in the title reaction, occurs via an intermediate zwitterion. Depending on pH and buffer concentrations, the zwitterion can be produced through three parallel routes: at low pH, specific acid-general base catalysis, followed by slow deprotonation of a nitrogen atom by a general base; at high pH, specific basic-general acid catalysis, followed by slow protonation of a N atom by a general acid; at intermediate pH the reaction proceeds through a proton switch promoted by buffers. Bifunctional acid-base buffers such as HCO3-/CO32-, H2PO42- and CH3COOH/CH3COO- are very efficient catalysts. At high buffer concentration, as well as at pH 12, the breakdown of the zwitterion is rate-determining. The results are discussed in relation to recently published papers reporting different pathways.

Reaktionen mit Aziridinen, XXVIII. Amidoethylierungen von Cyclopentanon-2-carbonsaeureethylester.

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