17576-39-5

Basic information

• Product Name: Ethylcarbamic acid phenyl ester
• Synonyms: Ethylcarbamic acid phenyl ester;Ai3-27289;Carbamic acid, ethyl-, phenyl ester
• CAS NO: 17576-39-5
• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.18914
• Mol File: 17576-39-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 334.9°Cat760mmHg
• Flash Point: 183.7°C
• Appearance: /
• Density: 1.132g/cm³
• Vapor Pressure: 0.000124mmHg at 25°C
• Refractive Index: 1.539
• CAS DataBase Reference: Ethylcarbamic acid phenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Ethylcarbamic acid phenyl ester(17576-39-5)
• EPA Substance Registry System: Ethylcarbamic acid phenyl ester(17576-39-5)

Safety Data

• Hazardous Substances Data: 17576-39-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H11NO2/c10-9(11)12-7-6-8-4-2-1-3-5-8/h1-5H,6-7H2,(H2,10,11)

Upstream product

• 109-90-0 ethyl isocyanate 
• 108-95-2 phenol 
• 1885-14-9 phenyl chloroformate 
• 64897-41-2 3,4-dinitrophenyl phenyl carbonate 
• 557-66-4 ethanamine hydrochloride 
• 27087-46-3 phenyl p-chlorophenyl carbonate 
• 1268380-12-6 C₁₅H₁₂O₄ 
• 1268380-09-1 phenyl 4-ethoxycarbonyl phenyl 
• 476360-75-5 4-i[(phenoxycarbonyl)oxy]acetophenone 
• 17175-15-4 phenyl p-cyanophenyl carbonate 
• 1268380-08-0 phenyl 4-formylphenyl carbonate 
• 17175-11-0 phenyl O‐(4‐nitrophenyl) carbonate 
• 102-09-0 bis(phenyl) carbonate 
• 75-04-7 ethylamine 

Downstream Products

• 86-35-1 ethotoin 
• 24535-70-4 4-chloro-N-(ethylcarbamoyl)benzenesulfonamide 
• 32324-41-7 N-(ethylcarbamoyl)benzenesulfonamide 
• 1467-23-8 N-(ethylcarbamoyl)-4-methylbenzenesulfonamide 
• 97481-11-3 4-(4-phenylbutyl)-N-ethyl-1-piperazinecarboxamide hydrochloride 
• 630413-93-3 1-ethyl-3,7-dihydro-7-[(4-methoxyphenyl)methyl]-1H-purine-2,6-dione 
• 35600-45-4 Chloromethyl-ethyl-carbamic acid phenyl ester 

Relevant articles and documents

SUBSTITUTED HETEROARYL COMPOUNDS AND METHODS OF USE

The present invention provides novel heteroaryl compounds, pharmaceutical acceptable salts and formulations thereof. They are useful in preventing, managing, treating or lessening the severity of a protein kinase-mediated disease. The invention also provides pharmaceutically acceptable compositions comprising such compounds and methods of using the compositions in the treatment of protein kinase-mediated disease.

Aminolyses of 4-nitrophenyl phenyl carbonate and thionocarbonate: Effect of modification of electrophilic center from C=O to C=S on reactivity and mechanism

A kinetic study is reported for nucleophilic substitution reactions of 4-nitrophenyl phenyl carbonate (5) and 4-nitrophenyl phenyl thionocarbonate (6) with a series of primary amines. The thiono compound 6 is less reactive than its oxygen analogue 5 toward strongly basic amines but is more reactive toward weakly basic CF3CH2NH2. The Bronsted-type plots obtained from the aminolyses of 5 and 6 are curved downwardly. The reactions are proposed to proceed through a stepwise mechanism with a change in the RDS on the basis of the curved Bronsted-type plots. The microscopic rate constants (k1 and k2/k-1 ratio) associated with the current aminolyses are consistent with the proposed reaction mechanism. The replacement of the C=O bond in 5 by a polarizable C=S group results in a decrease in the k1 value but an increase in the k2/k-1 ratio. Besides, such a modification of the electrophilic center causes a decrease in pKac, defined as the pKa at the curvature center of curved Bronsted-type plots, but does not alter the reaction mechanism. The larger k 2/k-1 ratio for the reactions of 6 compared to those of 5 is proposed to be responsible for the decreased pKac value.

Process for preparing alkyl isocyanates

Alkylisocyanates are prepared by reacting a phenol or substituted phenol and phosgene in a halogenated hydrocarbon solvent with aqueous alkali metal hydroxide to produce a corresponding chloroformate, reacting the resulting chloroformate solution with aqueous alkylamine to give a corresponding N-alkylcarbamate which, after solvent is stripped, is then pyrolyzed to yield the alkyl isocyanate. Solvent and the starting phenol may be recovered and recycled to the process.