3406-71-1

Basic information

• Product Name: Acetic acid, [(4-nitrophenyl)sulfinyl]-
• CAS NO: 3406-71-1
• Molecular Formula: C8H7NO5S
• Molecular Weight: 229.213
• Mol File: 3406-71-1.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: Acetic acid, [(4-nitrophenyl)sulfinyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid, [(4-nitrophenyl)sulfinyl]-(3406-71-1)
• EPA Substance Registry System: Acetic acid, [(4-nitrophenyl)sulfinyl]-(3406-71-1)

Safety Data

• Hazardous Substances Data: 3406-71-1(Hazardous Substances Data)

Upstream product

• 3406-75-5 2-(4-nitrophenylthio)acetic acid 
• 1849-36-1 para-nitrobenzenethiol 

Downstream Products

• 940-12-5 p-nitrophenyl methyl sulfoxide 
• 3937-94-8 2-(4-nitrophenyl)sulfonylacetic acid 
• 2976-30-9 1-methanesulfonyl-4-nitrobenzene 

Relevant articles and documents

(4-Nitrophenylsulfinyl)acetic acid, a three-dimensional hydrogen-bonded framework built from a combination of two-centre O-H...O and C-H...O hydrogen bonds and a three-centre C-H...(O)2 hydrogen bond

Molecules of the title compound, C8H7NO5S, are linked into sheets by a combination of two-centre hydrogen bonds, one of type O-H...O [H...O = 1.81 A, O...O = 2.648 (2) A and O-H...O = 173°] and three of type C-H...O [H...O

Electrophilic and nucleophilic pathways in ligand oxide mediated reactions of phenylsulfinylacetic acids with oxo(salen)chromium(V) complexes

The mechanism of oxidative decarboxylation of phenylsulfinylacetic acids (PSAA) by oxo(salen)Cr(V)+ ion in the presence of ligand oxides has been studied spectrophotometrically in acetonitrile medium. Addition of ligand oxides (LO) causes a red shift in the λmax values of oxo(salen) complexes and an increase in absorbance with the concentration of LO along with a clear isobestic point. The reaction shows first-order dependence on oxo(salen)-chromium(V)+ ion and fractional-order dependence on PSAA and ligand oxide. Michaelis-Menten kinetics without kinetic saturation was observed for the reaction. The order of reactivity among the ligand oxides is picoline N-oxide > pyridine N-oxide > triphenylphosphine oxide. The low catalytic activity of TPPO was rationalized. Both electron-withdrawing and electron-donating substituents in the phenyl ring of PSAA facilitate the reaction rate. The Hammett plots are non-linear upward type with negative ρ value for electron-donating substituents, (ρ- = -0.740 to -4.10) and positive ρ value for electron-withdrawing substituents (ρ+ = +0.057 to +0.886). Non-linear Hammett plot is explained by two possible mechanistic scenarios, electrophilic and nucleophilic attack of oxo(salen)chromium(V)+-LO adduct on PSAA as the substituent in PSAA is changed from electron-donating to electron-withdrawing. The linearity in the log k vs. Eox plot confirms single-electron transfer (SET) mechanism for PSAAs with electron-donating substituents.

Mechanism of oxidation of (p-substituted phenylthio)acetic acids with N-chlorosaccharin

The kinetics of oxidation of (phenylthio)acetic acid (PTAA) with N-chlorosaccharin (NCSA) have been studied potentiometrically in 80:20 (v/v) acetonitrile-water medium at 298 K. The reaction is first-order each with respect to PTAA and NCSA and shows a ne