Synthesis of Ring-Substituted Phenyl Hydrazinecarboxylates and Study of Their Protonation in Dimethyl Sulfoxide Solutions

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Title:Synthesis of Ring-Substituted Phenyl Hydrazinecarboxylates and Study of Their Protonation in Dimethyl Sulfoxide Solutions
Creators:
Vlasák, Petr
Pařík, Patrik
Klicnar, Jiří
Mindl, Jaromír
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 63, 6, pp. 793-802
Uncontrolled Keywords:Acidity constants, Aryl hydrazinecarboxylates

Abstract

The p<i>K</i><sub>a</sub> values of nineteen phenyl hydrazinecarboxylate hydrochlorides R-C<sub>6</sub>H<sub>4</sub>OCONHNH<sub>2</sub>·HCl (R = H, 3- and 4-Cl, 3- and 4-O<sub>2</sub>N, 4-Me) and their 1-methyl or 2-methyl derivatives were determined by potentiometric titration with tetrabutylammonium hydroxide in DMSO. IR spectra of the hydrazinecarboxylates and their hydrochlorides revealed that the hydrazinecarboxylate protonation occurs at N<sup>2</sup>. The methods of synthesis of phenyl hydrazinecarboxylate and their <i>N</i>-methyl derivatives were optimized.

Title:Synthesis of Ring-Substituted Phenyl Hydrazinecarboxylates and Study of Their Protonation in Dimethyl Sulfoxide Solutions
Creators:
Vlasák, Petr
Pařík, Patrik
Klicnar, Jiří
Mindl, Jaromír
Uncontrolled Keywords:Acidity constants, Aryl hydrazinecarboxylates
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:63
Number:6
Page Range:pp. 793-802
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19980793UNSPECIFIED
ID Code:1343
Item Type:Article
Deposited On:06 Feb 2009 17:08
Last Modified:06 Feb 2009 16:08

Citation

Vlasák, Petr; Pařík, Patrik; Klicnar, Jiří; Mindl, Jaromír (1998) Synthesis of Ring-Substituted Phenyl Hydrazinecarboxylates and Study of Their Protonation in Dimethyl Sulfoxide Solutions. Collection of Czechoslovak Chemical Communications, 63 (6). pp. 793-802. ISSN 0010-0765

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