2621-80-9

Basic information

• Product Name: N-(P-CHLOROPHENYL)URETHANE
• Synonyms: N-(P-CHLOROPHENYL)URETHANE;4-chlorophenylurethane;Carbamic acid, (p-chlorophenyl)-, ethyl ester;Carbanilic acid, p-chloro-, ethyl ester;Ethyl 4-chlorophenylcarbamate;Ethyl N-(p-chlorophenyl)carbamate;ethyl(p-chlorophenyl)carbamate;ethyl4-chlorocarbanilate
• CAS NO: 2621-80-9
• Molecular Formula: C₉H₁₀ClNO₂
• Molecular Weight: 199.63
• Mol File: 2621-80-9.mol
• Article Data: 35

Chemical Properties

• Melting Point: 64 °C
• Boiling Point: 240 °C at 760 mmHg
• Flash Point: 99 °C
• Appearance: /
• Density: 1.268 g/cm³
• Vapor Pressure: 0.0388mmHg at 25°C
• Refractive Index: 1.572
• CAS DataBase Reference: N-(P-CHLOROPHENYL)URETHANE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(P-CHLOROPHENYL)URETHANE(2621-80-9)
• EPA Substance Registry System: N-(P-CHLOROPHENYL)URETHANE(2621-80-9)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 2621-80-9(Hazardous Substances Data)

Usage

General Description

N-(P-Chlorophenyl)urethane is a chemical compound that belongs to the class of organic compounds known as phenylureas. Its molecular structure consists of a Nitrogen atom bonded to a carbonyl group and a p-chlorophenyl group. N-(P-CHLOROPHENYL)URETHANE is characterized by a chlorine atom bonded to a phenyl ring, and a urethane group which is essentially a carbamate group where the alkyl group is replaced with a phenyl group. Its uses and properties are largely dependent on its structure. It might exhibit insecticidal, fungicidal, or herbicidal properties, though its specific applications and effects vary widely and may require further study.

InChI:InChI=1/C9H10ClNO2/c1-2-13-9(12)11-8-5-3-7(10)4-6-8/h3-6H,2H2,1H3,(H,11,12)

Upstream product

• 122-51-0 orthoformic acid triethyl ester 
• 140-38-5 N-(4-chlorophenyl)urea 
• 30645-78-4 3-(4-chloro-phenyl)-6-methyl-[1,3]oxazine-2,4-dione 
• 109-73-9 N-butylamine 
• 124-38-9 carbon dioxide 
• 106-47-8 4-chloro-aniline 
• 75-03-6 ethyl iodide 
• 590-28-3 potassium cyanate 
• 106-39-8 bromochlorobenzene 
• 64-17-5 ethanol 
• 39764-22-2 1-(N-(4-chlorophenyl)carbamoyl)benzotriazole 
• 21368-28-5 4-chlorobenzoyl azide 
• 104-12-1 p-chlorphenylisocyanate 
• 541-41-3 chloroformic acid ethyl ester 

Downstream Products

• 700-78-7 6-chloroquinazoline 
• 110956-24-6 3-(4-chlorophenyl)-5-isopropylidene-1,3-oxazolidine-2,4-dione 
• 6333-37-5 ethyl (2,4-dichlorophenyl)carbamate 
• 859732-53-9 1-(4-chloro-6-methyl-2-pyrimidinyl)-3-(p-chlorophenyl)urea 
• 27125-28-6 3-(4-chloro-phenyl)-5,5-dimethyl-oxazolidine-2,4-dione 
• 111493-07-3 (4-Chloro-phenyl)-prop-2-ynyl-carbamic acid ethyl ester 
• 19959-41-2 methyl 2-[3-(4-chlorophenyl)ureido]benzoate 
• 145858-60-2 5-tert-Butyl-3-(4-chloro-phenyl)-3H-oxazol-2-one 
• 1219-99-4 N,N'-bis(4-chlorophenyl)urea 
• 106-47-8 4-chloro-aniline 
• 63379-20-4 N-(4-chloro-2-nitrophenyl)carbamate 
• 74056-24-9 N-(4-chloro-2,6-dinitrophenyl)carbamate 

Relevant articles and documents

Synthesis of 4-substituted-1,2-dihydroquinolines by means of gold-catalyzed intramolecular hydroarylation reaction of n-ethoxycarbonyl-n-propargylanilines

An alternative Au(I)-catalyzed synthetic route to functionalized 1,2-dihydroquinolines is reported. This novel approach is based on the use of N-ethoxycarbonyl protected-Npropargylanilines as building blocks that rapidly undergo the IMHA reaction affording the 6-endo cyclization product in good to high yields. In the presence of N-ethoxycarbonyl-N-propargyl-metasubstituted anilines, the regiodivergent cyclization at the ortho-/para-position is achieved by the means of catalyst fine tuning.

Teaching Old Compounds New Tricks: DDQ-Photocatalyzed C?H Amination of Arenes with Carbamates, Urea, and N-Heterocycles

The C?H amination of benzene derivatives was achieved using DDQ as photocatalyst and BocNH2 as the amine source under aerobic conditions and visible light irradiation. Electron-deficient and electron-rich benzenes react as substrates with moderate to good product yields. The amine scope of the reaction comprises Boc-amine, carbamates, pyrazoles, sulfonimides and urea. Preliminary mechanistic investigations indicate arene oxidation by the triplet of DDQ to radical cations with different electrophilicity and a charge transfer complex between the amine and DDQ as intermediate of the reaction.

One-pot preparation of carbamoyl benzotriazoles and their applications in the preparation of ureas, hydrazinecarboxamides and carbamic esters

Carbamoyl benzotriazoles were conveniently synthesized in one-pot from carboxylic acids, diphenyl phosphorazidate (DPPA) and 1H-benzotriazole (BtH). The reactivity and applications of carbamoyl benzotriazoles were also explored. Carbamoyl benzotriazoles react smoothly with amino acids, hydrazines and alcohols, thus providing facile access to the corresponding ureas, hydrazinecarboxamides and carbamic esters, respectively, in good to excellent yields.