104060-84-6

Basic information

• Product Name: Benzoic acid, 2-[[(4-nitrophenyl)methyl]thio]-
• CAS NO: 104060-84-6
• Molecular Formula: C14H11NO4S
• Molecular Weight: 289.312
• Mol File: 104060-84-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 2-[[(4-nitrophenyl)methyl]thio]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 2-[[(4-nitrophenyl)methyl]thio]-(104060-84-6)
• EPA Substance Registry System: Benzoic acid, 2-[[(4-nitrophenyl)methyl]thio]-(104060-84-6)

Safety Data

• Hazardous Substances Data: 104060-84-6(Hazardous Substances Data)

Upstream product

• 147-93-3 Thiosalicylic acid 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 100-14-1 4-nitrobenzyl chloride 

Downstream Products

• 131223-15-9 2-(4'-nitrobenzylthio)benzoic acid methyl ester 
• 99430-76-9 2-(4-nitro-phenyl)-benzo[b]thiophen-3-one 
• 131223-17-1 2-(4'-nitrobenzylthio)-benzoic acid p-nitrobenzyl ester 
• 55211-73-9 3-(4'-nitrophenyl)-4-thia-isochroman-1-one 
• 131223-19-3 2-(4'-nitrobenzylsulfinyl)-benzoic acid methyl ester 
• 131223-18-2 2-(4-nitro-benzylsulfinyl)-benzoic acid 
• 131223-31-9 2-(4'-nitrobenzylsulfonyl)benzoic acid 
• 4329-74-2 4,4'-diformylazoxybenzene 
• 100873-51-6 2-(4-nitro-phenyl)-benzo[b]thiophen-3-ol 

Relevant articles and documents

Synthesis of 1-aryl-tetralins and 4-aryl-benzopyrans by sulfoxide-mediated benzylic carbocation cyclizations

An alkylation/cyclization sequence, with both steps mediated by the ortho-N-methylformamido-phenylsulfinyl function, provided two new C-C bonds and an efficient entry to 1-aryl-tetralins and 4-aryl-benzopyrans. Scope and limits of the process have been studied in detail.

An umpolung sulfoxide reagent for use as a functionalized benzyl carbanion equivalent

N-Methyl ortho-carbamoylaryl benzyl sulfoxides can be used as synthetic equivalents for α-hydroxy, α-chloro, and α-acetammido benzyl carbanions by means of a two-step sequence involving highly diastereoselective α-C-alkylation with alkyl halides followed by displacement of the sulfinyl residue (which can be recovered and recycled) by a hydroxyl, a chlorine or an acetamido, respectively, under non-oxidative Pummerer conditions. The scope and limits of the method, including a stereoselective version of the reaction, as well as the mechanism of the process are discussed in detail.