56379-88-5

Basic information

• Product Name: phenyl cyclohexylcarbamate
• Synonyms: carbamic acid, N-cyclohexyl-, phenyl ester
• CAS NO: 56379-88-5
• Molecular Formula: C₁₃H₁₇NO₂
• Molecular Weight: 219.2796
• Mol File: 56379-88-5.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 319.9°C at 760 mmHg
• Flash Point: 147.3°C
• Density: 1.1g/cm³
• Vapor Pressure: 0.000329mmHg at 25°C
• Refractive Index: 1.545
• CAS DataBase Reference: phenyl cyclohexylcarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl cyclohexylcarbamate(56379-88-5)
• EPA Substance Registry System: phenyl cyclohexylcarbamate(56379-88-5)

Safety Data

• Hazardous Substances Data: 56379-88-5(Hazardous Substances Data)

Usage

General Description

Phenyl cyclohexylcarbamate, also known as cyclohexylphenylcarbamate or carbanilide, is an organic compound with the chemical formula C13H17NO2. It is a white crystalline powder that is used as a pesticide and insecticide. Phenyl cyclohexylcarbamate works by disrupting the nervous system of insects, causing paralysis and eventually leading to their death. It is commonly used to control pests in crops and is also found in some household insecticide products. However, it is considered toxic to humans and should be handled with caution, as prolonged exposure can lead to harmful effects on the central nervous system and potential respiratory, skin, and eye irritation. Therefore, it is important to use proper protective equipment and follow safety guidelines when handling and using products containing phenyl cyclohexylcarbamate.

Upstream product

• 3173-53-3 Cyclohexyl isocyanate 
• 108-95-2 phenol 
• 108-91-8 cyclohexylamine 
• 1885-14-9 phenyl chloroformate 
• 3712-40-1 tert-butyl cyclohexylcarbamate 
• 7107-58-6 benzyl N-cyclohexylcarbamate 
• 2719-27-9 cyclohexanylcarbonyl chloride 
• 118-55-8 phenyl Salicylate 
• 157892-15-4 dichloromethyl phenyl carbonate 
• 35180-03-1 chloromethyl phenyl carbonate 
• 57710-79-9 1-Phenoxycarbonyl-benzotriazol 
• 1202680-24-7 phenyl 4,5-dichloro-6-oxopyridazine-1(6H)-carboxylate 

Downstream Products

• 84942-56-3 C₁₅H₁₆N₂O₄ 
• 52662-76-7 (N-cyclohexylhydrazinecarboxamide) 
• 10238-21-8 Glibenclamid 
• 29094-61-9 glipizide 
• 1437-62-3 5-benzyl-3-cyclohexylimidazolidine-2,4-dione 
• 664-95-9 glycyclamide 
• 25855-24-7 N-benzyl-N'-cyclohexylurea 

Relevant articles and documents

Total Synthesis of Glipizide and Glibenclamide in Continuous Flow

Glipizide and glibenclamide remain some of the widely prescribed antidiabetic sulfonylurea drugs for the treatment of type 2 diabetes mellitus. Herein the authors report on an isocyanate-free synthetic procedure towards the preparation of these on demand drugs at multigram scale using continuous flow technology. The safety concern over the use of isocyanates in most of the existing synthetic routes was dealt with in this present work by using N-carbamates synthesised in situ from activation of amines with chloroformates as safer alternatives. An overall yield of 80–85 % was obtained for the semi-telescoped steps within 10 min total residence time.

Highly Regioselective Carbamoylation of Electron-Deficient Nitrogen Heteroarenes with Hydrazinecarboxamides

The use of hydrazinecarboxamides as a new class of carbamoylating agents has been established through the dehydrazinative Minisci reaction of electron-deficient nitrogen heteroarenes. A wide range of electron-deficient nitrogen heteroarenes, including isoquinoline, quinoline, pyridine, phenanthridine, quinoxaline, and phthalazine, underwent copper/acid-catalyzed oxidative carbamoylation with hydrazinecarboxamide hydrochlorides to afford structurally diverse nitrogen-heteroaryl carboxamides as single regioisomers in moderate to excellent yields. The functional group tolerance was substantially demonstrated in the direct carbamoylation of quinine obviating multistep sequences involving protecting groups and prefunctionalization of the heterocycle.

Facile one-pot synthesis of unsymmetrical ureas, carbamates, and thiocarbamates from Cbz-protected amines

A novel one-pot synthesis of unsymmetrical ureas, carbamates and thiocarbamates from Cbz-protected amines has been developed. In the presence of 2-chloropyridine and trifluoromethanesulfonyl anhydride, isocyanates are generated in situ, which facilitate rapid reaction with amines, alcohols, and thiols to afford the corresponding ureas, carbamates and thiocarbamates in high yields.