Kinetic Study of the Reactions of Some 5-Nitro-2-(4-nitrophenoxy)-3-X-thiophenes with Aniline and 4-Methoxyaniline in Methanol

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Title:Kinetic Study of the Reactions of Some 5-Nitro-2-(4-nitrophenoxy)-3-X-thiophenes with Aniline and 4-Methoxyaniline in Methanol
Creators:
Frenna, Vincenzo
Macaluso, Gabriella
Consiglio, Giovanni
Guernelli, Susanna
Spinelli, Domenico
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 64, 11, pp. 1877-1892
Uncontrolled Keywords:Base catalysis, Reaction kinetics, Aromatic nucleophilic substitutions, SB-GA mechanism, Thiophenes

Abstract

The rate constants of the title reactions have been measured at various amine concentrations. The second-order kinetic constant for the amino substitution increases in a hyperbolic way as a function of the nucleophile concentration. The <i>k</i><sub>3</sub><sup>Am</sup>/<i>k</i><sub>-1</sub> ratio for each catalysed system is not a monotonic function of the X substituent. This result has been rationalized in the framework of the SB-GA (Specific Base-General Acid) mechanism of base catalysis. <p>

Title:Kinetic Study of the Reactions of Some 5-Nitro-2-(4-nitrophenoxy)-3-X-thiophenes with Aniline and 4-Methoxyaniline in Methanol
Creators:
Frenna, Vincenzo
Macaluso, Gabriella
Consiglio, Giovanni
Guernelli, Susanna
Spinelli, Domenico
Uncontrolled Keywords:Base catalysis, Reaction kinetics, Aromatic nucleophilic substitutions, SB-GA mechanism, Thiophenes
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:64
Number:11
Page Range:pp. 1877-1892
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19991877UNSPECIFIED
ID Code:1602
Item Type:Article
Deposited On:06 Feb 2009 17:10
Last Modified:06 Feb 2009 16:11

Citation

Frenna, Vincenzo; Macaluso, Gabriella; Consiglio, Giovanni; Guernelli, Susanna; Spinelli, Domenico (1999) Kinetic Study of the Reactions of Some 5-Nitro-2-(4-nitrophenoxy)-3-X-thiophenes with Aniline and 4-Methoxyaniline in Methanol. Collection of Czechoslovak Chemical Communications, 64 (11). pp. 1877-1892. ISSN 0010-0765

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