137280-43-4

Basic information

• Product Name: methyl p-cyanobenzenesulphinate
• Synonyms: methyl p-cyanobenzenesulphinate
• CAS NO: 137280-43-4
• Molecular Weight: 181.215
• Mol File: 137280-43-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: methyl p-cyanobenzenesulphinate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl p-cyanobenzenesulphinate(137280-43-4)
• EPA Substance Registry System: methyl p-cyanobenzenesulphinate(137280-43-4)

Safety Data

• Hazardous Substances Data: 137280-43-4(Hazardous Substances Data)

Upstream product

• 65128-79-2 p-cyanobenzenesulphinic acid 
• 79-22-1 methyl chloroformate 
• 67-56-1 methanol 
• 21382-98-9 p-cyanophenyl methyl sulfide 

Downstream Products

• 5032-54-2 diphenyl-4-(cyanophenyl)phosphine oxide 
• 1073561-85-9 diisopropyl 4-(cyanophenyl)phosphonate 

Relevant articles and documents

Hammett Correlations in the Photosensitized Oxidation of 4-Substituted Thioanisoles

Singlet oxygen is quenched by a series of 4-substituted thioanisoles (methoxy to nitro), with rate constant kt = 7 × 104 to 7 × 106 M-1 s-1, close to the value observed for the myoglobin-catalyzed sulfoxidation of the same sulfides. Correlations with σ (ρ = -1.97) and with Eox (slope -3.9 V-1) are evidence for an electrophilic mechanism. In methanol sulfoxides are formed (85%) via an intermediate quenched by diphenyl sulfoxide; competing minor paths lead to arylthiols, arylsulfenic acid, and aryl sulfoxides. In aprotic solvents, the sulfoxidation is quite sluggish, but carboxylic acids (mostly ≤0.1 M) enhance the rate by a factor of > 100. The protonated persulfoxide is formed in this case and acts as an electrophile with sulfides, again with a rate constant correlating with σ (ρ = -1.78).