349397-05-3

Basic information

• Product Name: 4-chloro-N-(4-methoxybenzyl)benzenesulfonamide
• Synonyms: 4-chloro-N-(4-methoxybenzyl)benzenesulfonamide
• CAS NO: 349397-05-3
• Molecular Formula: C14H14ClNO3S
• Molecular Weight: 311.78386
• Mol File: 349397-05-3.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-chloro-N-(4-methoxybenzyl)benzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chloro-N-(4-methoxybenzyl)benzenesulfonamide(349397-05-3)
• EPA Substance Registry System: 4-chloro-N-(4-methoxybenzyl)benzenesulfonamide(349397-05-3)

Safety Data

• Hazardous Substances Data: 349397-05-3(Hazardous Substances Data)

Upstream product

• 37100-89-3 4-chloro-benzenesulfonic acid p-tolyl ester 
• 2393-23-9 4-methoxy-benzylamine 
• 80-33-1 chlorofensone 
• 26971-85-7 p-Nitrophenyl p-chlorobenzenesulphonate 
• 2437-33-4 4-chlorobenzolsulfonsaeure-phenylester 

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.