114050-27-0

Basic information

• Product Name: Phenyl-acetic acid 2-thioxo-2H-pyridin-1-yl ester
• Synonyms: Phenyl-acetic acid 2-thioxo-2H-pyridin-1-yl ester
• CAS NO: 114050-27-0
• Molecular Weight: 245.302
• Mol File: 114050-27-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Phenyl-acetic acid 2-thioxo-2H-pyridin-1-yl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phenyl-acetic acid 2-thioxo-2H-pyridin-1-yl ester(114050-27-0)
• EPA Substance Registry System: Phenyl-acetic acid 2-thioxo-2H-pyridin-1-yl ester(114050-27-0)

Safety Data

• Hazardous Substances Data: 114050-27-0(Hazardous Substances Data)

Upstream product

• 1121-30-8 1-hydroxy-2(1H)-pyridinethione 
• 103-82-2 phenylacetic acid 
• 832133-26-3 N-hydroxypyridine-2-thione thallium(I) salt 
• 103-80-0 phenylacetyl chloride 
• 3811-73-2 2-mercaptopyridine-1-oxide sodium salt 

Downstream Products

• 51290-79-0 2-(benzylthio)pyridine 
• 2127-03-9 2,2'-dipyridyldisulphide 
• 142977-58-0 1,1-dichloro-2,2-difluoro-1-(2-pyridylthio)-3-phenylpropane 
• 142977-64-8 2,2-difluoro-3-phenylpropanoic acid 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 

Relevant articles and documents

Photochemistry of N-hydroxypyridine-2-thione derivatives: Involvement of the 2-pyridylthiyl radical in the radical chain reaction mechanism

The primary and subsequent photochemistry of four N-hydroxypyridine-2-thione esters has been investigated by laser flash photolysis (λexc = 355 nm). A simple, high-yield synthetic method is given for their preparation with high purity. UV irradiation of these ester compounds was shown to lead specifically to the formation of benzyl, diphenylmethyl, tert-butyl, and benzoyloxyl radicals in addition to the 2-pyridylthiyl radical. In all cases, the initial photoinduced nitrogen-oxygen bond cleavage was found to occur in high quantum yield (ΦN-O ≈ 0.5). The radical species generated by this process (2-pyridylthiyl radical and carbon-centered or oxygen-centered radicals) were characterized and their reactivity toward several radical scavengers has been studied. An efficient delayed depletion of the N-hydroxypyridine-2-thione esters was also observed, leading to overall bleaching quantum yields, ΦBl, close to unity. We have demonstrated that the delayed consumption of ground-state ester was due to the reaction of the 2-pyridylthiyl radical with its precursor, occurring with a rate constant, kr, of 3-4 × 109 M-1 s-1. This reaction, hitherto never proposed, leads to the formation of 2,2′-dipyridyl disulfide and further release of propagating radicals.

THE INVENTION OF RADICAL REACTIONS. PART XV. SOME MECHANISTIC ASPECTS OF THE DECARBOXYLATIVE REARRANGEMENT OF THIOHYDROXAMIC ESTERS

Esters (mixed anhydrides) derived from aliphatic or alicyclic carboxylic acids (RCO2H) and thiohydroxamic acids 2 or 3 undergo a thermally or photochemically induced radical chain reaction to give sulphides 4 with loss of carbon dioxide.On irradiation at low temperature however, the chain reaction is essentially suppressed.Under these conditions moderate to good yields of dimers R-R are obtained from primary acids.The mechanistic and synthetic implications of these observations are discussed.