Azo coupling kinetics of benzenediazonium ions with citrazinic acid

[img]PDF - Authorized users only
Language: English
421Kb
Title:Azo coupling kinetics of benzenediazonium ions with citrazinic acid
Creators:
Horáčková, Jaroslava
Kaválek, Jaromír
Kulič, Jiří
Štěrba, Vojeslav
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 56, 2, pp. 386-397

Abstract

Azo coupling kinetics of 4-methoxybenzenediazonium ion with 1,2-dihydro-6-hydroxy-2-oxopyridine-4-carboxylic acid (citrazinic acid, <i>Ia</i>) have been measured in dilute solutions of hydrochloric acid and in chloracetate, ethoxyacetate, acetate, and dihydrogenphosphate buffers. The reaction is subject to general base catalysis, i.e. splitting off of the proton from the tetrahedral intermediate is the rate-limit step. The rate constants have been measured for the azo coupling reaction with monoanion <i>III</i> (splitting off of the proton from OH group) and dianion. The rate constant with the monoanion <i>III</i> is only 4x smaller than that with the dianion and practically the same as that with the anion of citrazinic acid ester <i>VIII</i>. The azo coupling rte constants of the monoanion <i>III</i> have been determined for various substituted benzenediazonium ions, the ρ value found is 4.85.

Title:Azo coupling kinetics of benzenediazonium ions with citrazinic acid
Creators:
Horáčková, Jaroslava
Kaválek, Jaromír
Kulič, Jiří
Štěrba, Vojeslav
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:56
Number:2
Page Range:pp. 386-397
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19910386UNSPECIFIED
ID Code:4957
Item Type:Article
Deposited On:22 Feb 2010 11:27
Last Modified:22 Feb 2010 10:27

Citation

Horáčková, Jaroslava; Kaválek, Jaromír; Kulič, Jiří; Štěrba, Vojeslav (1991) Azo coupling kinetics of benzenediazonium ions with citrazinic acid. Collection of Czechoslovak Chemical Communications, 56 (2). pp. 386-397. ISSN 0010-0765

Repository Staff Only: item control page