1541-19-1

Basic information

• Product Name: Ethyl N-cyclohexylurethane
• Synonyms: Ethyl N-cyclohexylurethane;ETHYLCYCLOHEXAMECARBAMATE;CYCLOHEXANECARBAMICACID,ETHYLESTER;Carbamic acid,N-cyclohexyl-, ethyl ester
• CAS NO: 1541-19-1
• Molecular Formula: C₉H₁₇NO₂
• Molecular Weight: 171.24
• Mol File: 1541-19-1.mol
• Article Data: 45

Chemical Properties

• Boiling Point: 267.5°Cat760mmHg
• Flash Point: 115.6°C
• Appearance: /
• Density: 1g/cm³
• Vapor Pressure: 0.00814mmHg at 25°C
• Refractive Index: 1.464
• CAS DataBase Reference: Ethyl N-cyclohexylurethane(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl N-cyclohexylurethane(1541-19-1)
• EPA Substance Registry System: Ethyl N-cyclohexylurethane(1541-19-1)

Safety Data

• Hazardous Substances Data: 1541-19-1(Hazardous Substances Data)

Usage

General Description

Ethyl N-cyclohexylurethane is a chemical compound with the molecular formula C10H19NO2. It is a urethane derivative with a cyclohexyl group and an ethyl group attached to the nitrogen atom. Ethyl N-cyclohexylurethane is commonly used as a solvent in various industrial applications, including in the production of adhesives, coatings, and paints. It is also used as a binder and plasticizer in the manufacturing of plastics and rubber. Additionally, it is known for its low toxicity and relatively low volatility, making it a safer alternative to other solvents. Overall, ethyl N-cyclohexylurethane is a versatile chemical with a wide range of industrial uses.

InChI:InChI=1/C9H17NO2/c1-2-12-9(11)10-8-6-4-3-5-7-8/h8H,2-7H2,1H3,(H,10,11)

Upstream product

• 541-41-3 chloroformic acid ethyl ester 
• 108-91-8 cyclohexylamine 
• 830-67-1 ethyl 1H-benzo[d][1,2,3]triazole-1-carboxylate 
• 128-09-6 N-chloro-succinimide 
• 931-53-3 Cyclohexyl isocyanide 
• 64-17-5 ethanol 
• 110-82-7 cyclohexane 
• 66121-61-7 N,O-bistrimethylsilyl-N-(ethoxycarbonyl)hydroxylamine 
• 90454-50-5 N-ethoxycarbonyl-(2,3,4,5-tetrachloro-1-thiophenio)amide 
• 817-87-8 ethyl azidocarbonate 
• 71-43-2 benzene 
• 201230-82-2 carbon monoxide 
• 6738-14-3 O-ethyl-N,N'-dicyclohexyl isourea 
• 86072-19-7 methyl N-cyclohexyloxamate 

Downstream Products

• 6558-81-2 ethyl N-nitroso-N-cyclohexylcarbamate 
• 6268-39-9 ethyl N-cyclohexyl-N-nitrocarbamate 
• 13275-10-0 1,3,5-Tricyclohexyl-s-triazine-2,4,6(1H,3H,5H)-trione 
• 3173-53-3 Cyclohexyl isocyanate 
• 67566-33-0 cyclohexyl-(3-oxo-2,3-diphenyl-propionyl)-carbamic acid ethyl ester 
• 4728-90-9 spiro[5.6]dodecan-7-one 
• 35600-60-3 Chloromethyl-cyclohexyl-carbamic acid ethyl ester 
• 67566-44-3 3-cyclohexyl-5,6-diphenyl-[1,3]oxazine-2,4-dione 

Relevant articles and documents

Understanding Ni(II)-Mediated C(sp3)-H Activation: Tertiary Ureas as Model Substrates

We report a mechanistic study of C(sp3)-H bond activation mediated by nickel. Cyclometalated Ni(II) ureate [(PEt3)Ni(?3-C,N,N-(CH2)N(Cy)(CO)N((N)-quinolin-8-yl))] was synthesized and isolated from the urea precu

The reactions of organoboranes with N-chloro-N-sodiocarbamates: A novel synthesis of N-alkylcarbamates

Trialkylboranes react with N-chloro-N-sodiocarbamates to form N-alkylcarbamates in yields ranging from 50-88%. The reaction is best carried out without intermediate isolation of the N-chlorocarbamate salt. Only one of the alkyl groups of the trialkylborane is utilized.

A simple method for the synthesis of carbamates

A new method for carbamate synthesis using aryl and alkylamines with sodium hydride and diethylcarbonate in dry benzene is described.

Activation of carbon dioxide by bicyclic amidines

Activation of the carbon dioxide molecule was achieved using bicyclic amidines (DBU, PMDBD, and DBN). The solution reaction of CO2 with amidines yielded the corresponding zwitterionic complexes through the formation of a N-CO2 bond. 13C NMR data confirmed the carbamic nature of the carbamic zwitterions, DBU-CO2 and PMDBD-CO2. However, when these adducts were crystallized, the X-ray analyses of the single crystals were in agreement with bisamidinium bicarbonate salt structures, indicating that structural changes occurred in the crystallization process. The elemental and thermogravimetric analysis data for the carbamic zwitterions, DBU-CO2 and PMDBD-CO2, initially obtained by the direct reaction of amidines with CO2, suggest that these molecules are probably associated with one molecule of water by hydrogen-bond formation (amidinium+-COO-...H2O). A correlation was observed between the thermal stability and the transcarboxylating activity for the amidine-CO2 complexes. Theoretical calculations of hardness were performed at the B3LYP/cc-pVTZ level of theory and showed concordance with the experimental reactivity of DBU and PMDBD toward CO2.

Urethanes synthesis from oxamic acids under electrochemical conditions

Urethane synthesis via oxidative decarboxylation of oxamic acids under mild electrochemical conditions is reported. This simple phosgene-free route to urethanes involves an in situ generation of isocyanates by anodic oxidation of oxamic acids in an alcoholic medium. The reaction is applicable to a wide range of oxamic acids, including chiral ones, and alcohols furnishing the desired urethanes in a one-pot process without the use of a chemical oxidant.

N-Substituted carbamate synthesis using urea as carbonyl source over TiO2-Cr2O3/SiO2 catalyst

The use of urea as an active form of carbon dioxide is a feasible way to substitute phosgene in the chemical industry. This paper reports an effective route for the synthesis of N-substituted carbamates from amines, urea and alcohols. Under the optimized reaction conditions, several important N-substituted carbamates were successfully synthesized in 95-98% yields over a TiO2-Cr2O3/SiO2 catalyst. The catalyst could be reused for several runs without deactivation. The catalysts were characterized by BET, XPS, XRD, and TPD, which suggested that the strength and amount of the acidic and basic sites might be the major reason for the high catalytic activity of TiO2-Cr2O3/SiO2.