50693-98-6

Basic information

• Product Name: Acetic acid, [(2-nitrophenyl)thio]-, methyl ester
• CAS NO: 50693-98-6
• Molecular Formula: C9H9NO4S
• Molecular Weight: 227.241
• Mol File: 50693-98-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Acetic acid, [(2-nitrophenyl)thio]-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid, [(2-nitrophenyl)thio]-, methyl ester(50693-98-6)
• EPA Substance Registry System: Acetic acid, [(2-nitrophenyl)thio]-, methyl ester(50693-98-6)

Safety Data

• Hazardous Substances Data: 50693-98-6(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 6375-65-1 (2-nitro-phenylsulfanyl)-acetic acid 
• 88-73-3 2-Chloronitrobenzene 
• 105-45-3 acetoacetic acid methyl ester 
• 186581-53-3 diazomethane 
• 4875-10-9 o-nitrothiophenol 
• 19202-48-3 Methyl trans-3-(4-nitrophenyl)oxirane-2-carboxylate 
• 56791-34-5 Methyl trans-3-(4-chlorophenyl)oxirane-2-carboxylate 

Downstream Products

• 71387-69-4 7-ethoxy-2H-benzo[b][1,4]thiazin-3(4H)-one 
• 21069-05-6 4-hydroxy-2H-1,4-benzothiazin-3(4H)-one 
• 5325-20-2 2H-1,4-benzothiazin-3-one 
• 27489-28-7 methyl 2-(2-nitrophenylsulfonyl)acetate 
• 4871-40-3 2-(2-nitrophenylthio)acetohydrazide 
• 15011-86-6 3-(4-chloro-phenyl)-2-(2-nitro-phenylsulfanyl)-acrylic acid methyl ester 
• 14598-67-5 4-hydroxy-2-(3-phenyl-allylidene)-4H-benzo[1,4]thiazin-3-one 
• 14601-54-8 2,4-Bis-(2-nitro-phenylsulfonyl)-3-(4-chlor-phenyl)-glutarsaeure-dimethylester 
• 14601-53-7 2,4-Bis-(2-nitro-phenylsulfonyl)-3-phenyl-glutarsaeure-dimethylester 
• 14601-57-1 2-(4-Nitro-phenylsulfonyl)-5-phenyl-penta-2,4-dien-carbonsaeure-methylester 
• 2976-34-3 1-(methylsulfonyl)-2-nitrobenzene 
• 14598-58-4 2-(4-chloro-benzylidene)-4-hydroxy-4H-benzo[1,4]thiazin-3-one 
• 14598-57-3 2-benzylidene-4-hydroxy-4H-benzo[1,4]thiazin-3-one 
• 14598-62-0 2-(4-dimethylamino-benzylidene)-4-hydroxy-4H-benzo[1,4]thiazin-3-one 

Relevant articles and documents

Synthesis of a new series of Ni(II), Cu(II), Co(II) and Pd(II) complexes with an ONS donor Schiff base: Crystal structure, DFT study and catalytic investigation of palladium and nickel complexes towards deacylative sulfenylation of active methylenes and regioselective 3-sulfenylation of indoles: Via thiouronium salt formation

A series of Ni(ii), Cu(ii), Co(ii), and Pd(ii) complexes have been synthesized with a chelating Schiff base ligand coordinated to a metal center with ONS donor atoms. The ligand and complexes are characterized by elemental analysis and spectroscopic techniques like FT-IR, 1H-NMR, and UV-Visible spectroscopy. The single crystal structure of the Pd(ii) complex is obtained by X-ray diffraction analysis and exhibits slightly distorted square planar geometry. The structure is optimized by DFT, TD-DFT calculation to elaborate the electronic structure and NBO for the charge distribution analysis of the Pd(ii) complex. The synthesized Pd(ii) and Ni(ii) complexes as catalysts have been investigated in the C-S cross-coupling of indoles and active methylenes. The metal propelled regioselective transformation afforded 3-sulfenylated indoles while β-diketones favored deacylated monosulfenyl ketones in an excellent yield via thiouronium salt formation. The Pd(ii) complex displays slightly better reactivity whereas the Ni(ii) complex is cost-efficient. The method is fast, easy to handle and cost effective in terms of high reactivity of catalysts, use of non-toxic solvents, and cheaper aryl halides and thiourea replace conventional sulfur sources, providing a practical access to organic transformations.

Applicability of Hammett Equation to Kinetics of Acid-catalysed Esterification of ortho-Substituted Phenoxyacetic, Phenylmercaptoacetic and Phenylsulphonylacetic Acids by Methanol

Correlation analysis of the title rate data shows that the steric effects of ortho-substituents are absent at the reaction centre.