Investigations of the reactivity of pyridine carboxylic acids with diazodiphenylmethane in protic and aprotic solvents. Part II. Pyridine mono-carboxylic acid N-oxides

The rate constants for the reaction of three isomeric pyridine mono-carbocylic acid N-oxides with diazodiphenylmethane were determined at 30 ºC in thirty two protic and aprotic solvents by the well known UV spectrophotometric method. The rate constants are generally higher than for pyridine mono-car...

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Main Authors: MILICA MISIC-VUKOVIC, ALEKSANDAR D. MARINKOVIC, BRATISLAV Z. JOVANOVIC, SASA Z. DRMANIC
Format: Article
Language:English
Published: Serbian Chemical Society 2006-02-01
Series:Journal of the Serbian Chemical Society
Subjects:
Online Access:http://www.shd.org.yu/HtDocs/SHD/vol71/No2/JSCS_V71_No2-01.pdf
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author MILICA MISIC-VUKOVIC
ALEKSANDAR D. MARINKOVIC
BRATISLAV Z. JOVANOVIC
SASA Z. DRMANIC
author_facet MILICA MISIC-VUKOVIC
ALEKSANDAR D. MARINKOVIC
BRATISLAV Z. JOVANOVIC
SASA Z. DRMANIC
author_sort MILICA MISIC-VUKOVIC
collection DOAJ
description The rate constants for the reaction of three isomeric pyridine mono-carbocylic acid N-oxides with diazodiphenylmethane were determined at 30 ºC in thirty two protic and aprotic solvents by the well known UV spectrophotometric method. The rate constants are generally higher than for pyridine mono-carboxylic acids in a similar range of solvents, except for picolinic acid N-oxide, and also higher in protic than in aprotic solvents. The determined rate constants were correlated with solvent parameters using the Kamlet–Taft solvatochromic equation bymeans ofmultiple regression analysis. The sing of the equation coefficients were in agreement with the postulated reaction mechanism. The mode of the in fluences of the solvent is discussed on the basis of the correlation coefficients, taking into account the specific structures of the pyridine mono-carboxylic acid N-oxides.
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spelling doaj.art-f047dd4fd3c04b34b3066b27a289eba72022-12-22T02:50:50ZengSerbian Chemical SocietyJournal of the Serbian Chemical Society0352-51392006-02-0171289101Investigations of the reactivity of pyridine carboxylic acids with diazodiphenylmethane in protic and aprotic solvents. Part II. Pyridine mono-carboxylic acid N-oxidesMILICA MISIC-VUKOVICALEKSANDAR D. MARINKOVICBRATISLAV Z. JOVANOVICSASA Z. DRMANICThe rate constants for the reaction of three isomeric pyridine mono-carbocylic acid N-oxides with diazodiphenylmethane were determined at 30 ºC in thirty two protic and aprotic solvents by the well known UV spectrophotometric method. The rate constants are generally higher than for pyridine mono-carboxylic acids in a similar range of solvents, except for picolinic acid N-oxide, and also higher in protic than in aprotic solvents. The determined rate constants were correlated with solvent parameters using the Kamlet–Taft solvatochromic equation bymeans ofmultiple regression analysis. The sing of the equation coefficients were in agreement with the postulated reaction mechanism. The mode of the in fluences of the solvent is discussed on the basis of the correlation coefficients, taking into account the specific structures of the pyridine mono-carboxylic acid N-oxides.http://www.shd.org.yu/HtDocs/SHD/vol71/No2/JSCS_V71_No2-01.pdfpyridine carboxylic acidspyridine carboxylic acid N-oxidesdiazodiphenylmethanerate constantssolvent parametersprotic and aprotic solvents
spellingShingle MILICA MISIC-VUKOVIC
ALEKSANDAR D. MARINKOVIC
BRATISLAV Z. JOVANOVIC
SASA Z. DRMANIC
Investigations of the reactivity of pyridine carboxylic acids with diazodiphenylmethane in protic and aprotic solvents. Part II. Pyridine mono-carboxylic acid N-oxides
Journal of the Serbian Chemical Society
pyridine carboxylic acids
pyridine carboxylic acid N-oxides
diazodiphenylmethane
rate constants
solvent parameters
protic and aprotic solvents
title Investigations of the reactivity of pyridine carboxylic acids with diazodiphenylmethane in protic and aprotic solvents. Part II. Pyridine mono-carboxylic acid N-oxides
title_full Investigations of the reactivity of pyridine carboxylic acids with diazodiphenylmethane in protic and aprotic solvents. Part II. Pyridine mono-carboxylic acid N-oxides
title_fullStr Investigations of the reactivity of pyridine carboxylic acids with diazodiphenylmethane in protic and aprotic solvents. Part II. Pyridine mono-carboxylic acid N-oxides
title_full_unstemmed Investigations of the reactivity of pyridine carboxylic acids with diazodiphenylmethane in protic and aprotic solvents. Part II. Pyridine mono-carboxylic acid N-oxides
title_short Investigations of the reactivity of pyridine carboxylic acids with diazodiphenylmethane in protic and aprotic solvents. Part II. Pyridine mono-carboxylic acid N-oxides
title_sort investigations of the reactivity of pyridine carboxylic acids with diazodiphenylmethane in protic and aprotic solvents part ii pyridine mono carboxylic acid n oxides
topic pyridine carboxylic acids
pyridine carboxylic acid N-oxides
diazodiphenylmethane
rate constants
solvent parameters
protic and aprotic solvents
url http://www.shd.org.yu/HtDocs/SHD/vol71/No2/JSCS_V71_No2-01.pdf
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