51955-56-7

Basic information

• Product Name: S-p-tolyl benzylcarbamothioate
• Synonyms: S-p-tolyl benzylcarbamothioate
• CAS NO: 51955-56-7
• Molecular Weight: 257.356
• Mol File: 51955-56-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: S-p-tolyl benzylcarbamothioate(CAS DataBase Reference)
• NIST Chemistry Reference: S-p-tolyl benzylcarbamothioate(51955-56-7)
• EPA Substance Registry System: S-p-tolyl benzylcarbamothioate(51955-56-7)

Safety Data

• Hazardous Substances Data: 51955-56-7(Hazardous Substances Data)

Upstream product

• 39594-84-8 4-methylphenyl chlorothioformate 
• 100-46-9 benzylamine 
• 39896-97-4 benzyl-carbamic acid benzyl ester 
• 106-45-6 para-thiocresol 
• 42116-44-9 N-tert-butoxycarbonylbenzylamine 
• 3173-56-6 benzyl isothiocyanate 

Downstream Products

• 1323883-35-7 C₁₅H₁₅ClN₂O 
• 106-45-6 para-thiocresol 
• 1466-67-7 1,3-dibenzylurea 
• 92277-82-2 N-Benzyl-N'-(4-methylbenzyl)urea 

Relevant articles and documents

One-pot synthesis of carbamates and thiocarbamates from Boc-protected amines

A highly efficient one-pot procedure for the synthesis of carbamates and thiocarbamates has been described. In the presence of 2-chloropyridine and trifluoromethanesulfonyl anhydride, the isocyanate intermediates were generated in situ for further reactions with alcohols and thiols to afford the desired carbamates and thiocarbamates in high yields.

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

The aminolysis reactions of phenyl N-benzyl thiocarbamate with benzylamines in acetonitrile at 50.0 °C are investigated. The reactions are first order in both the amine and the substrate. Under amine excess, pseudo-first coefficient (kobs) are obtained, plot of kobs vs free amine concentration are linear. The signs of ρXZ (X and ρZ with respect to the sustituent in the substrate and large ρXZ value indicate that the reactions proceed concerted mechanism. The normal kinetic isotope effects (kH/k D = 1.3 ～ 1.5) involving deuterated benzylamine nucleophiles suggest a hydrogen-bonded, four-centered-type transition state. The activation parameters, ΔH?and AS?, are consistent with this transition state structure.