Reactivity of aniline nucleophilic centers in reaction with formaldehyde

The kinetics of aniline formaldehyde interaction in dilute acidic solution has been studied; quantitative estimation of reactivity of aniline nucleophilic centers has been carried out. It was shown that nucleophilic reactivity of amine group is defined by nitrogen atom base strength and aromatic rin...

Full description

Bibliographic Details
Main Authors: V. V. Bochkarev, L. S. Soroka, D. N. Peskova
Format: Article
Language:Russian
Published: Tomsk Polytechnic University 2009-06-01
Series:Известия Томского политехнического университета: Инжиниринг георесурсов
Subjects:
Online Access:http://izvestiya-tpu.ru/archive/article/view/1135
_version_ 1797812354102067200
author V. V. Bochkarev
L. S. Soroka
D. N. Peskova
author_facet V. V. Bochkarev
L. S. Soroka
D. N. Peskova
author_sort V. V. Bochkarev
collection DOAJ
description The kinetics of aniline formaldehyde interaction in dilute acidic solution has been studied; quantitative estimation of reactivity of aniline nucleophilic centers has been carried out. It was shown that nucleophilic reactivity of amine group is defined by nitrogen atom base strength and aromatic ring nucleophilic reactivity is determined by the highest charge on nitrogen atom of aromatic ring and by ionization potential. It was ascertained that in neutral media formaldehyde and aniline interact in nitrogen atom with the formation of N-methylol aniline derivatives. C-methylol derivatives may be formed both in aniline formaldehyde reaction and by rearrangement from N-methylol derivatives.
first_indexed 2024-03-13T07:37:13Z
format Article
id doaj.art-ffb7cb38bbd74f5dbb54c6d6e0eca30b
institution Directory Open Access Journal
issn 2500-1019
2413-1830
language Russian
last_indexed 2024-03-13T07:37:13Z
publishDate 2009-06-01
publisher Tomsk Polytechnic University
record_format Article
series Известия Томского политехнического университета: Инжиниринг георесурсов
spelling doaj.art-ffb7cb38bbd74f5dbb54c6d6e0eca30b2023-06-03T21:13:23ZrusTomsk Polytechnic UniversityИзвестия Томского политехнического университета: Инжиниринг георесурсов2500-10192413-18302009-06-013233Reactivity of aniline nucleophilic centers in reaction with formaldehydeV. V. BochkarevL. S. SorokaD. N. PeskovaThe kinetics of aniline formaldehyde interaction in dilute acidic solution has been studied; quantitative estimation of reactivity of aniline nucleophilic centers has been carried out. It was shown that nucleophilic reactivity of amine group is defined by nitrogen atom base strength and aromatic ring nucleophilic reactivity is determined by the highest charge on nitrogen atom of aromatic ring and by ionization potential. It was ascertained that in neutral media formaldehyde and aniline interact in nitrogen atom with the formation of N-methylol aniline derivatives. C-methylol derivatives may be formed both in aniline formaldehyde reaction and by rearrangement from N-methylol derivatives.http://izvestiya-tpu.ru/archive/article/view/1135anilineformaldehydecondensationaromaticsaminesamides
spellingShingle V. V. Bochkarev
L. S. Soroka
D. N. Peskova
Reactivity of aniline nucleophilic centers in reaction with formaldehyde
Известия Томского политехнического университета: Инжиниринг георесурсов
aniline
formaldehyde
condensation
aromatics
amines
amides
title Reactivity of aniline nucleophilic centers in reaction with formaldehyde
title_full Reactivity of aniline nucleophilic centers in reaction with formaldehyde
title_fullStr Reactivity of aniline nucleophilic centers in reaction with formaldehyde
title_full_unstemmed Reactivity of aniline nucleophilic centers in reaction with formaldehyde
title_short Reactivity of aniline nucleophilic centers in reaction with formaldehyde
title_sort reactivity of aniline nucleophilic centers in reaction with formaldehyde
topic aniline
formaldehyde
condensation
aromatics
amines
amides
url http://izvestiya-tpu.ru/archive/article/view/1135
work_keys_str_mv AT vvbochkarev reactivityofanilinenucleophiliccentersinreactionwithformaldehyde
AT lssoroka reactivityofanilinenucleophiliccentersinreactionwithformaldehyde
AT dnpeskova reactivityofanilinenucleophiliccentersinreactionwithformaldehyde