107701-35-9

Upstream product

• 541-41-3 chloroformic acid ethyl ester 
• 106-54-7 p-Chlorothiophenol 
• 1142-19-4 4,4'-dichlorodiphenyl disulfide 
• 64-17-5 ethanol 
• 201230-82-2 carbon monoxide 
• 32315-10-9 bis(trichloromethyl) carbonate 

Downstream Products

• 108-90-7 chlorobenzene 
• 444901-21-7 ethyl 3-chlorobenzylcarbamate 
• 17101-98-3 (4-methyl-benzyl)carbamic acid ethyl ester 
• 2621-78-5 ethyl N-benzylcarbamate 
• 35573-36-5 N-(4-methoxyphenylmethyl)carbamic acid ethyl ester 
• 51172-60-2 ethyl (4-chlorobenzyl)carbamate 

Relevant academic research and scientific papers

Kinetics and mechanism of the aminolysis of O-ethyl S-aryl thiocarbonates in acetonitrile

The Kinetics and mechanism of the reactions of O-ethyl S-(Z)aryl thiocarbonates with (X)benzylamines in acetonitrile at 45.0 °C are studied. Relatively small values of βx (βnuc) = 0.6 to approximately 0.8 and βz (βlg) = -0.5 to approximately -0.7 together with a negative cross-interaction constant ρxz (= -0.47) and failure of the reactivity-selectivity principle (RSP) are interpreted to indicate a concerted mechanism. The normal kinetic isotope effects (kH/kD = 1.3 to approximately 1.8) involving deuterated benzylamine nucleophiles suggest a hydrogen-bonded, four-center-type transition state.

Convenient route to thiocarbonates from alcohols, thiols, and triphosgene

An efficient and simple one-pot, three-component procedure has been introduced for the preparation of various thiocarbonates from thiols, alcohols, and triphosgene in dichloromethane. Copyright Taylor & Francis Group, LLC.

A new method for synthesis of S-aryl-O-alkyl thiolcarbonates: Selenium-catalyzed reaction of alcohols with carbon monoxide and diaryl disulfides

A unique catalytic ability of selenium has been developed. When alcohols were allowed to react with diaryl disulfides in the presence of a catalytic amount of selenium under a pressurized carbon monoxide, S-aryl-O-alkyl thiolcarbonates were obtained in moderate to good yields.

The Mechanism of Thermal Eliminations. Part 19. Rate Data for Pyrolysis of S-Aryl O-Ethyl Thiocarbonates: the Relative Abilities of Oxygen and Sulphur to Transmit Electronic Effects

Rates of thermal decomposition of a range of S-aryl O-ethyl thiocarbonates have been measured over a 50 degree C range for each compound, between 722.6 and 671.4 K.The compounds are less reactive than the corresponding aryl ethyl carbonates by a factor of ca. 2.0 at 679 K, owing to the smaller -I effect of SAr relative to OAr.This provides further conformation that the reactivity of esters towards thermal elimination parallels the extent of electron withdrawal by the group attached to the acyl carbon atom.The reaction gives a good Hammet correlation with ?0 values, and ρ is 0.26 at 700 K, significantly greater than the value for the corresponding aryl ethyl carbonates.Thus sulphur is a better transmitter of electronic effects than is oxygen, and this transmission order, previously observed in studies in solution, is not a result of solvation phenomena.The ortho-methoxy substituent deactivates in thiocarbonate pyrolysis in contrast to its activation in carbonates.This probably arises from through-space p? --> d? bonding in the former compounds.An improved gold-plated stainless steel pyrolytic reactor is described.