2541-62-0

Basic information

• Product Name: Carbamothioic acid, (4-chlorophenyl)-, O-phenyl ester
• CAS NO: 2541-62-0
• Molecular Formula: C13H10ClNOS
• Molecular Weight: 263.748
• Mol File: 2541-62-0.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Carbamothioic acid, (4-chlorophenyl)-, O-phenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamothioic acid, (4-chlorophenyl)-, O-phenyl ester(2541-62-0)
• EPA Substance Registry System: Carbamothioic acid, (4-chlorophenyl)-, O-phenyl ester(2541-62-0)

Safety Data

• Hazardous Substances Data: 2541-62-0(Hazardous Substances Data)

Upstream product

• 106-47-8 4-chloro-aniline 
• 1005-56-7 phenylcarbonochloridothioate 
• 108-95-2 phenol 
• 35749-93-0 p-chloroaniline-N,N-d2 

Downstream Products

• 7392-67-8 1-(4-chlorophenyl)-3-phenylthiourea 
• 40288-36-6 N-benzyl-N'-(4-chlorophenyl)thiourea 
• 93360-14-6 ((4-chlorophenyl)amino)((2-phenylethyl)amino)methane-1-thione 
• 2131-55-7 4-Chlorophenyl isothiocyanate 

Relevant articles and documents

Convenient synthesis of unsymmetrical N,N′-disubstituted thioureas in water

A simple and convenient two-step method has been developed and used to synthesise 25 (4 of which are novel) unsymmetrical N,N′-disubstituted thioureas in water. Alkylamines or variously substituted arylamines reacted smoothly with phenyl chlorothionoformate at room temperature to form thiocarbamates, which were then reacted with another alkyl- or arylamine in water at reflux to afford the unsymmetrical N,N′-disubstituted thioureas in good to excellent yields. Mild conditions, simple work-up, high yields as well as using water as solvent are the major advantages of the method.

Aminolysis of aryl chlorothionoformates with anilines in acetonitrile: Effects of amine nature and solvent on the mechanism

The aminolysis of aryl chlorothionoformates (7, YC6H 4OC(=S)Cl) with anilines (XC6H4NH2) in acetonitrile at 5.0 °C has been investigated. The rates are slower than those for the corresponding reactions of aryl chloroformates (6, YC 6H4OC(=O)Cl). This rate sequence is a reverse of that for alkyl chloroformates (1 4) in water, for which rate-limiting formation of a tetrahedral intermediate, T±, is predicted. On the basis of the large negative cross-interaction constant, ρXY = -0.77, failure of the reactivity-selectivity principle, normal kH/k D values involving deuterated nucleophiles (XC6H 4ND2), and low ΔH≠ with large negative ΔS≠ values, a concerted mechanism with a four-membered hydrogen bonded cyclic transition state (11) is proposed for the title reaction series. It has been shown that the solvent change from water to acetonitrile for the aminolysis of 6 and 7 causes a mechanistic change from stepwise to concerted.

Fungicidal Activity of Phenyl N-(4-Substituted-phenyl)thionocarbamates

Thirteen phenyl N-(4-substituted-phenyl)thiocarbamates were synthesized, and their activities as spore germination inhibitors of Alternaria brassicicola, Botrytis cinerea, Septoria nodorum, and Uromyces viciae-fabae and as protecta