144735-08-0

Basic information

• Product Name: 4-nitrophenyl dithioacetate
• Synonyms: 4-nitrophenyl dithioacetate
• CAS NO: 144735-08-0
• Molecular Weight: 213.281
• Mol File: 144735-08-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-nitrophenyl dithioacetate(CAS DataBase Reference)
• NIST Chemistry Reference: 4-nitrophenyl dithioacetate(144735-08-0)
• EPA Substance Registry System: 4-nitrophenyl dithioacetate(144735-08-0)

Safety Data

• Hazardous Substances Data: 144735-08-0(Hazardous Substances Data)

Upstream product

• 15119-62-7 1-acetylsulfanyl-4-nitro-benzene 

Downstream Products

• 5309-92-2 1-thioacetyl-piperidine 
• 1849-36-1 para-nitrobenzenethiol 
• 5309-93-3 N-thioacetylmorpholine 

Relevant articles and documents

Kinetics and Mechanism of the Aminolysis of 4-Nitrophenyl Dithioacetate

The reaction of the title substrate with a series of secondary alicyclic amines has been the subject of a kinetic study in aqueous solution, 25 deg C, ionic strength 0.2 M (KCl).With the amine in excess, pseudo-first-order rate constants (k(obsd)) are observed.The order in amine varies from 1 to 2 depending on the basicity of the amine and reaction conditions.A reaction scheme is deduced on the basis of the existence of zwitterionic (T(+/-)) and anionic (T(-)) tetrahedral intermediates.Proton transfer from T(+/-) to an amine or base (to yield T(-)) seems to compete with 4-nitrothiophenoxide (NPS(-)) expulsion from T(+/-).The pKa of T(+/-) and all the rate microconstants of the scheme are estimated.The rates of expulsion of NPS(-) and amine from T(+/-) are smaller than those from analogous T(+/-) formed in the aminolyses of O-ethyl S-(4-nitrophenyl)dithiocarbonate and 4-nitrophenyl thiolacetate.It is claimed that substitution of Me by RO (R = alkyl) or S(-) by O(-) in T(+/-) destablizes this intermediate.