14467-72-2

Basic information

• Product Name: ethyl-thiocarbamic acid S-(4-chloro-phenyl) ester
• CAS NO: 14467-72-2
• Molecular Weight: 215.703
• Mol File: 14467-72-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: ethyl-thiocarbamic acid S-(4-chloro-phenyl) ester(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl-thiocarbamic acid S-(4-chloro-phenyl) ester(14467-72-2)
• EPA Substance Registry System: ethyl-thiocarbamic acid S-(4-chloro-phenyl) ester(14467-72-2)

Safety Data

• Hazardous Substances Data: 14467-72-2(Hazardous Substances Data)

Upstream product

• 106-54-7 p-Chlorothiophenol 
• 109-90-0 ethyl isocyanate 

Downstream Products

• 65608-86-8 1-Ethyl-3-(4-methyl-benzyl)-urea 
• 71475-35-9 lozilurea 
• 61843-91-2 (N-benzyl-N'-ethyl)urea 

Relevant articles and documents

Kinetics and mechanism of the aminolysis of aryl N-ethyl thiocarbamates in acetonitrile

The aminolysis of aryl N-ethyl thiocarbamates (EtNHC(=O)SC 6H4Z) with benzylamines (XC6H 4-CN2NH2) in acetonitrile at 30.0 °C is investigated. The rates are faster than the corresponding values for aryl N-phenyl thiocarbamates (PhNHC(=O)SC6H4Z), reflecting a stronger push to expel the leaving group by EtNH than the PhNH nonleaving group in a concerted process. The negative ρXZ (-0.86) and failure of the reactivity-selectivity principle found are consistent with the concerted mechanism. The kinetic isotope effects involving deuterated nucleophiles (k H/kD = 1-5-1.7) and low ΔH? with large negative ΔS? values suggest a hydrogen bond cyclic transition state.