About: Kinetics and Mechanism of the Cyclisation of Methyl-(2-cyano-4,6-dinitrophenylsulfanyl) acetate Producing Methyl-3-amino-5,7-dinitro-benzo[b]thiophene-2-carboxylate     Goto   Sponge   NotDistinct   Permalink

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Description
  • Bazicky katalyzovaná cyklizace methyl-(2-kyan-4,6-dinitrofenylsulfanyl)acetátu poskytuje methyl-3-amino-5,7-dinitrobenzo[b]thiofen-2-karboxylát. To znamená, že vytvořený karbaniont přednostně atakuje kyan skupinu a nikoliv nitro skupinu. Kinetika této cyklizace byla studována v methanolických terciárních aminových pufrech a byl navržen mechanismus. Reakce je předmětem obecné bázické katalýzy. Zjištěná hodnota Bronstedova koeficientu beta = 0.9 +/- 0.1 indikuje pozdní tranzitní stav rychlost určujícího proton-transferu. (cs)
  • Base-catalysed ring closure of methyl-(2-cyano-4,6-dinitrophenylsulfanyl) acetate produces methyl-3-amino-5,7-dinitrobenzo[b]thiophene-2-carboxylate. This means that the carbanion initially formed attacks cyano group and not nitro group. The kinetics of this cyclisation reaction has been studied in methanolic buffers of tert-amine/tert-ammonium chloride, and the reaction mechanism was suggested. The reaction is subject to general base catalysis. The found value of the Brřnsted coefficient is beta = 0.9 +/- 0.1, which indicates a late transition state of the rate-limiting proton transfer.
  • Base-catalysed ring closure of methyl-(2-cyano-4,6-dinitrophenylsulfanyl) acetate produces methyl-3-amino-5,7-dinitrobenzo[b]thiophene-2-carboxylate. This means that the carbanion initially formed attacks cyano group and not nitro group. The kinetics of this cyclisation reaction has been studied in methanolic buffers of tert-amine/tert-ammonium chloride, and the reaction mechanism was suggested. The reaction is subject to general base catalysis. The found value of the Brřnsted coefficient is beta = 0.9 +/- 0.1, which indicates a late transition state of the rate-limiting proton transfer. (en)
Title
  • Kinetics and Mechanism of the Cyclisation of Methyl-(2-cyano-4,6-dinitrophenylsulfanyl) acetate Producing Methyl-3-amino-5,7-dinitro-benzo[b]thiophene-2-carboxylate
  • Kinetics and Mechanism of the Cyclisation of Methyl-(2-cyano-4,6-dinitrophenylsulfanyl) acetate Producing Methyl-3-amino-5,7-dinitro-benzo[b]thiophene-2-carboxylate (en)
  • Kinetika a mechanismus cyklizace methyl-(2-kyan-4,6-dinitrofenylsulfanyl)acetatu poskytující methyl-3-amino-5,7-dinitro-benzo[b]thiophene-2-karboxylát (cs)
skos:prefLabel
  • Kinetics and Mechanism of the Cyclisation of Methyl-(2-cyano-4,6-dinitrophenylsulfanyl) acetate Producing Methyl-3-amino-5,7-dinitro-benzo[b]thiophene-2-carboxylate
  • Kinetics and Mechanism of the Cyclisation of Methyl-(2-cyano-4,6-dinitrophenylsulfanyl) acetate Producing Methyl-3-amino-5,7-dinitro-benzo[b]thiophene-2-carboxylate (en)
  • Kinetika a mechanismus cyklizace methyl-(2-kyan-4,6-dinitrofenylsulfanyl)acetatu poskytující methyl-3-amino-5,7-dinitro-benzo[b]thiophene-2-karboxylát (cs)
skos:notation
  • RIV/00216275:25310/04:00001955!RIV/2005/GA0/253105/N
http://linked.open.../vavai/riv/strany
  • 133-138
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • P(GA203/01/0227)
http://linked.open...iv/cisloPeriodika
  • 2
http://linked.open...vai/riv/dodaniDat
http://linked.open...aciTvurceVysledku
http://linked.open.../riv/druhVysledku
http://linked.open...iv/duvernostUdaju
http://linked.open...titaPredkladatele
http://linked.open...dnocenehoVysledku
  • 570088
http://linked.open...ai/riv/idVysledku
  • RIV/00216275:25310/04:00001955
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • Kinetics;mechanism methyl-(2-cyano-4;6-dinitrophenylsulfanyl) acetate;methyl-3-amino-5;7-dinitro-benzo[b]thiophene-2-carboxylate; (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • SK - Slovenská republika
http://linked.open...ontrolniKodProRIV
  • [52717837F471]
http://linked.open...i/riv/nazevZdroje
  • Chemical Papers
http://linked.open...in/vavai/riv/obor
http://linked.open...ichTvurcuVysledku
http://linked.open...cetTvurcuVysledku
http://linked.open...vavai/riv/projekt
http://linked.open...UplatneniVysledku
http://linked.open...v/svazekPeriodika
  • 58
http://linked.open...iv/tvurceVysledku
  • Hanusek, Jiří
  • Macháček, Vladimír
  • Pešková, Markéta
issn
  • 0366-6352
number of pages
http://localhost/t...ganizacniJednotka
  • 25310
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