37100-89-3

Basic information

• Product Name: 4-chloro-benzenesulfonic acid p-tolyl ester
• Synonyms: 4-chloro-benzenesulfonic acid p-tolyl ester
• CAS NO: 37100-89-3
• Molecular Weight: 282.748
• Mol File: 37100-89-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-chloro-benzenesulfonic acid p-tolyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chloro-benzenesulfonic acid p-tolyl ester(37100-89-3)
• EPA Substance Registry System: 4-chloro-benzenesulfonic acid p-tolyl ester(37100-89-3)

Safety Data

• Hazardous Substances Data: 37100-89-3(Hazardous Substances Data)

Upstream product

• 106-44-5 p-cresol 
• 98-60-2 4-chlorobenzenesulfonyl chloride 

Downstream Products

• 109855-99-4 3-(4-Chloro-benzenesulfonyl)-1-methyl-pyrrolidin-2-one 
• 33863-79-5 N-(4-chlorobenzyl)-4-methylbenzeneamine 
• 106-44-5 p-cresol 
• 98-66-8 4-chloro-benzenesulfonic acid 
• 112825-69-1 (4-methoxybenzyl)-p-tolylamine 
• 349397-05-3 4-chloro-N-(4-methoxybenzyl)benzenesulfonamide 
• 5405-15-2 N-benzyl-N-(4-methylphenyl)amine 
• 10504-90-2 N-benzyl-4-chlorobenzenesulfonamide 
• 10504-94-6 4-chloro-N-(4-methylbenzyl)benzenesulfonamide 
• 33863-77-3 N-(4-methylbenzyl)-4-methylaniline 

Relevant articles and documents

Competitive Reaction Pathways in the Nucleophilic Substitution Reactions of Aryl Benzenesulfonates with Benzylamines in Acetonitrile

The reactions of aryl benzenesulfonates (YC6H4SO2OC6H4Z) with benzylamines (XC6H4CH2NH2) in acetonitrile at 65.0 deg C have been studied. The reactons proceed competitevely by S-O (kS-O) and C-O (kC-O) bond scission, but the former provides the major reaction pathway. On the basis of analysis of the Hammet and Broensted coefficients together with the cross-interaction constants ρXY, ρYZ, and ρXZ, stepwise mechanisms are proposed in which the S-O bond cleavage proceeds by rate-limiting formation of a trigonal-bipyramidal pentacoordinate (TBP-5C) intermediate, whereas the C-O bond scission takes place by rate-limiting expulsion of the sulfonate anion (YC6H4SO3-) from a Meisenheimer-type complex.