Crystal and Molecular Structures and Acid–Base Equilibria of N-(4-Chlorophenyl)-2-Benzoylethylamine and Bis[3-(o-Chlorophenyl)-1-Phenylaminopropyl]diazene

Abstract: N-(Phenyl)-2-benzoylethylamine (I), N-(4-chlorophenyl)-2-benzoylethylamine (II), and N-(2-chlorophenyl)-2-benzoylethylamine hydrazone (III) were synthesized in the crystalline state. The heating of ethanolic solutions of compound III at reflux gave dimeric bis[3-(о-chlorophenyl)-1-phenylaminopropyl]diazene (IV). The crystal and molecular structures of compounds II and IV were determined by X-ray diffraction. In the crystal of II, the molecules are packed in stacks in a head-to-head fashion stabilized by intermolecular hydrogen bonds involving carbonyl oxygen atoms and hydrogen atoms at nitrogen. Compound IV is composed of two independent bis[3-(о-chlorophenyl)-1-phenylaminopropyl]diazene molecules as structural units. Each structural unit is a centrosymmetric dimer. There are no hydrogen bonds in compound IV. Acid–base equilibrium reactions were studied by spectrophotometric titration. The protonation constants are 4.68 ± 0.14 for I and 4.11 ± 0.13 for II. © 2020, Pleiades Publishing, Inc.

Номер выпуска
1
Язык
Английский
Страницы
48-52
Статус
Опубликовано
Том
65
Год
2020
Организации
  • 1 Peoples’ Friendship University of Russia (RUDN University), Moscow, 117198, Russian Federation
  • 2 Karpov Institute of Physical Chemistry, Moscow, 105064, Russian Federation
Ключевые слова
Atoms; Complexation; Crystals; Dimers; Molecular structure; Molecules; Nitrogen compounds; Carbonyl oxygen atoms; Centrosymmetric dimers; Crystal and molecular structure; Equilibrium reactions; Ethanolic solution; Intermolecular hydrogen bonds; Protonation constants; Spectrophotometric titrations; Hydrogen bonds
Дата создания
02.11.2020
Дата изменения
02.11.2020
Постоянная ссылка
https://repository.rudn.ru/ru/records/article/record/65278/