24252-90-2

Basic information

• Product Name: Benzenecarbothioic acid, 4-chloro-, S-(4-nitrophenyl) ester
• CAS NO: 24252-90-2
• Molecular Formula: C13H8ClNO3S
• Molecular Weight: 293.73
• Mol File: 24252-90-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Benzenecarbothioic acid, 4-chloro-, S-(4-nitrophenyl) ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenecarbothioic acid, 4-chloro-, S-(4-nitrophenyl) ester(24252-90-2)
• EPA Substance Registry System: Benzenecarbothioic acid, 4-chloro-, S-(4-nitrophenyl) ester(24252-90-2)

Safety Data

• Hazardous Substances Data: 24252-90-2(Hazardous Substances Data)

Upstream product

• 1346749-76-5 C₁₃H₈ClNO₃S 
• 138467-42-2 C₁₇H₁₇NO₃S 
• 122-01-0 4-chloro-benzoyl chloride 
• 1849-36-1 para-nitrobenzenethiol 

Downstream Products

• 39193-06-1 4,4'-dichlorobenzanilide 
• 4018-82-0 4-chloro-N-(4-methoxyphenyl)benzamide 
• 138467-42-2 C₁₇H₁₇NO₃S 
• 1849-36-1 para-nitrobenzenethiol 
• 45797-13-5 4-nitrophenylthiolate 
• 4641-33-2 4-chlorobenzoate ion 
• 57238-78-5 1-(4-chloro-benzoyl)-4-formyl-piperazine 
• 54042-47-6 1-(4-chlorobenzoyl)piperazine 
• 19202-04-1 N-(4-chlorobenzoyl)morpholine 
• 26163-40-6 N-(4-chlorobenzoyl)piperidine 
• 6833-15-4 4-chlorobenzanilide 
• 619-50-1 4-nitrobenzoic acid methyl ester 
• 3460-11-5 4-nitrobenzanilide 
• 106-54-7 p-Chlorothiophenol 

Relevant articles and documents

Aminolysis of S-4-nitrophenyl X-substituted thiobenzoates: Effect of nonleaving-group substituents on reactivity and mechanism

A kinetic study is reported for aminolysis of S-4-nitrophenyl X-substituted thiobenzoates 3a-g in 80 mol % H2O/20 mol % DMSO at 25.0 ± 0.1 °C. Thiol esters 3a-g are 7.8-47.6 fold more reactive than the corresponding oxygen esters (i.e., 4-nitrophenyl X-substituted benzoates 1a-g). Such reactivity order appears to be in accordance with the expectation that 4-nitrothiophenoxide in 3a-g is a better nucleofuge than 4-nitrophenoxide in 1a-g since the former is 2.64 pKa units less basic than the latter. Hammett plot for the reactions of 3a-g exhibit poor correlation coefficients (R2 = 0.977-0.986) with negative deviation by substrates possessing an electrondonating group (EDG), while the Yukawa-Tsuno plots result in excellent linear correlation (R2 = 0.995-0.997) with ? = 0.93-1.23 and r = 0.57-0.67, indicating that the negative deviation shown by substrates possessing an EDG is caused by ground-state stabilization through resonance interactions but not due to a change in ratedetermining step upon changing the nonleaving-group substituent X. The p value increases as the incoming amine becomes more basic and more reactive, indicating that the RSP is not operative in the current reactions.