102736-20-9

Basic information

• Product Name: p-Tolyl-carbamic acid 4-chloro-phenyl ester
• Synonyms: p-Tolyl-carbamic acid 4-chloro-phenyl ester
• CAS NO: 102736-20-9
• Molecular Weight: 261.708
• Mol File: 102736-20-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: p-Tolyl-carbamic acid 4-chloro-phenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: p-Tolyl-carbamic acid 4-chloro-phenyl ester(102736-20-9)
• EPA Substance Registry System: p-Tolyl-carbamic acid 4-chloro-phenyl ester(102736-20-9)

Safety Data

• Hazardous Substances Data: 102736-20-9(Hazardous Substances Data)

Upstream product

• 106-49-0 p-toluidine 

Downstream Products

• 5456-97-3 N-butyl-4-methylbenzamide 
• 106-48-9 4-chloro-phenol 

Relevant articles and documents

Kinetics and mechanism of the anilinolysis of aryl 4-nitrophenyl carbonates in aqueous ethanol

The reactions of anilines with 4-nitrophenyl, 4-methylphenyl, and 4-chlorophenyl 4-nitrophenyl carbonates (BNPC, MPNPC and ClPNPC, respectively) are studied kinetically in 44 wt % ethanol-water, at 25.0 °C, with an ionic strength of 0.2 M (KCl). Plots of kobsd vs [amine] are linear, with the slopes (kN) independent of pH. The Bronsted-type plots (log kN vs pKa of conjugate acids of anilines) are linear, with slopes β = 0.65, 0.85, and 0.78 for the reactions of anilines with BNPC, MPNPC, and ClPNPC, respectively. The values of the slopes for the two latter reactions are in accordance with those obtained in stepwise mechanism where breakdown to product of a zwitterionic tetrahedral intermediate is the rate-determining step. On the other hand, the β value for the reactions of BNPC is at the upper limit of those found for concerted mechanisms. The kinetic results for the reactions of anilines with BNPC correlates well with those for the concerted reactions of the same amines with 4-methylphenyl and 4-chlorophenyl 2,4-dinitrophenyl carbonates: A plot of the calculated log k N values (through a multiple parametric equation) vs the experimental log kN values is linear with unity slope and zero intercept, which confirms the concerted mechanism for the latter three reactions.