3128-43-6

Basic information

• Product Name: 4-Nitrothiobenzoic acid S-phenyl ester
• Synonyms: 4-(Nitro)thiobenzoic acid S-phenyl ester;4-Nitrothiobenzoic acid S-phenyl ester;p-Nitrothiobenzoic acid S-phenyl ester;S-Phenyl=4-nitrobenzenecarbothioate
• CAS NO: 3128-43-6
• Molecular Formula: C₁₃H₉NO₃S
• Molecular Weight: 259.2805
• Mol File: 3128-43-6.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 412°Cat760mmHg
• Flash Point: 203°C
• Appearance: /
• Density: 1.36g/cm³
• Vapor Pressure: 5.35E-07mmHg at 25°C
• Refractive Index: 1.662
• CAS DataBase Reference: 4-Nitrothiobenzoic acid S-phenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Nitrothiobenzoic acid S-phenyl ester(3128-43-6)
• EPA Substance Registry System: 4-Nitrothiobenzoic acid S-phenyl ester(3128-43-6)

Safety Data

• Hazardous Substances Data: 3128-43-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H9NO3S/c15-13(18-12-4-2-1-3-5-12)10-6-8-11(9-7-10)14(16)17/h1-9H

Upstream product

• 122-04-3 4-nitro-benzoyl chloride 
• 108-98-5 thiophenol 
• 16118-30-2 4-Nitro-benzoesaeure-phenylthiolcarbonsaeure-anhydrid 
• 636-98-6 p-nitrobenzene iodide 
• 201230-82-2 carbon monoxide 
• 1012-56-2 (Et)3tin(phenylthiolate) 
• 68228-50-2 1-(p-nitrobenzoyl)-1,2,4-triazole 
• 99639-35-7 NO₂C₆H₄COPdI(P(C₆H₅)3)2 
• 62-23-7 4-nitro-benzoic acid 
• 555-16-8 4-nitrobenzaldehdye 
• 1037-31-6 4-nitrophenyl 4-nitrobenzoate 
• 902-47-6 p-nitrobenzoic anhydride 
• 882-33-7 diphenyldisulfane 
• 82102-37-2 9-methyl-9H-fluorene-9-carbonyl chloride 

Downstream Products

• 1047623-91-5 S-phenyl 4-(phenylsulfanyl)benzothioate 
• 1144-74-7 4-nitrobenzophenone 
• 1151-94-6 4-methoxy-4'-nitrobenzophenone 
• 108-98-5 thiophenol 
• 882-33-7 diphenyldisulfane 
• 3460-11-5 4-nitrobenzanilide 
• 24730-11-8 N-(4-methoxyphenyl)-4-nitrobenzamide 
• 2585-30-0 4-nitro-N-(4-chlorophenyl)benzamide 
• 6917-08-4 N-(4-methylphenyl)-4-nitrobenzamide 
• 112303-01-2 4-Nitrodithiobenzoesaeurephenylester 

Relevant articles and documents

Methanesulfonic anhydride-promoted sustainable synthesis of thioesters from feedstock acids and thiols

Abstract: An unprecedented metal-, halogen- and solvent-free, MSAA-promoted S-carbonylation of thiols with feedstock acids has been developed. This new transformation provides an efficient and atom-economic strategy for the synthesis of thioesters in a single operation from readily available and inexpensive starting materials. The reaction avoids the use of expensive and hazardous coupling reagents, bases and generates water as the only by-product, thus making this chemical synthetic process more viable, environment-friendly and contributing towards sustainable chemistry. Graphic abstract: [Figure not available: see fulltext.].

A synthesis of biaryl ketones via the C–S bond cleavage of thiol ester by a Cu/Ag salt

We report the synthesis of biaryl ketones via an unprecedented copper/silver catalyzed acylative cross-coupling of thiol esters with either an arylboronic acid or a potassium aryltrifluoroborate. This new method proceeds without a requisite Pd-catalyst and Cu(I)TC mediator, and is efficient, versatile, operationally simple, and accommodating functionally diverse thiol esters, arylboronic acids, and potassium aryltrifluoroborates.

Polymer supported Pd catalyzed thioester synthesis via carbonylation of aryl halides under phosphine free conditions

A new polymer supported phosphine free Pd(ii) complex has been synthesized and characterized. The catalytic performance of the complex has been tested for the carbonylation of aryl halides into aryl thioesters under mild reaction conditions. Thioesters were obtained in excellent yields from various aryl iodides and thiols in the presence of carbon monoxide and polymer supported palladium catalyst. The effects of solvent, base, reaction time and catalyst amount for the thioester synthesis were reported. This catalyst showed excellent catalytic activity and recyclability. The polymer supported Pd(ii) catalyst could be easily recovered by filtration and reused more than five times without appreciable loss of its initial activity.