(2<i>S</i>,5<i>R</i>)-2-Isopropyl-5-methylcyclohexanone Hydrazones

(2<i>S</i>,5<i>R</i>)-2-Isopropyl-5-methylcyclohexanone Hydrazones

Hydrazones were obtained in 76&#8722;78% yield via condensation of (2<i>S</i>,5<i>R</i>)-2-isopropyl-5-methylcyclohexanone with 4-<i>R</i>-phenoxyacetic acid hydrazides in the presence of a catalytic amount of glacial acetic acid. The structure of the target c...

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Main Authors: Mariia Nesterkina, Dmytro Barbalat, Ivan Zheltvay, Ildar Rakipov, Mehmet Atakay, Bekir Salih, Iryna Kravchenko
Format: Article
Language:English
Published: MDPI AG 2019-05-01
Series:Molbank
Subjects:
hydrazones
<i>l</i>-menthone
phenoxyacetic acid
terpenoid
Online Access:https://www.mdpi.com/1422-8599/2019/2/M1062
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spelling doaj-99b3f4461ac2482399c9b507243272bd2020-11-25T02:31:27ZengMDPI AGMolbank1422-85992019-05-0120192M106210.3390/M1062M1062(2<i>S</i>,5<i>R</i>)-2-Isopropyl-5-methylcyclohexanone HydrazonesMariia Nesterkina0Dmytro Barbalat1Ivan Zheltvay2Ildar Rakipov3Mehmet Atakay4Bekir Salih5Iryna Kravchenko6Department of Organic and Pharmaceutical Technologies, Odessa National Polytechnic University, Odessa 65044, UkraineDepartment of Analytical Chemistry, Odessa I.I. Mechnikov National University, Odessa 65082, UkraineA.V. Bogatsky Physico-Chemical Institute, National Academy of Sciences of Ukraine, Odessa 65080, UkraineDepartment of Organic and Pharmaceutical Technologies, Odessa National Polytechnic University, Odessa 65044, UkraineDepartment of Chemistry, Hacettepe University, Ankara 06800, TurkeyDepartment of Chemistry, Hacettepe University, Ankara 06800, TurkeyDepartment of Organic and Pharmaceutical Technologies, Odessa National Polytechnic University, Odessa 65044, UkraineHydrazones were obtained in 76&#8722;78% yield via condensation of (2<i>S</i>,5<i>R</i>)-2-isopropyl-5-methylcyclohexanone with 4-<i>R</i>-phenoxyacetic acid hydrazides in the presence of a catalytic amount of glacial acetic acid. The structure of the target compounds has been established by FTIR-ATR, Raman, <sup>1</sup>H-NMR and <sup>13</sup>C-NMR spectral analysis and EI/FAB/ESI mass spectrometry. Thermal properties of hydrazones <b>3a</b>&#8722;<b>3e</b> were elucidated by differential scanning calorimetry (DSC) and their purity by HPLC coupled to mass spectrometry. Synthesized compounds were found to exist as <i>Z</i>/<i>E</i> geometrical isomers about C=N bond and <i>cis</i>/<i>trans</i> amide conformers.https://www.mdpi.com/1422-8599/2019/2/M1062hydrazones<i>l</i>-menthonephenoxyacetic acidterpenoid
collection DOAJ
language English
format Article
sources DOAJ
author Mariia Nesterkina
Dmytro Barbalat
Ivan Zheltvay
Ildar Rakipov
Mehmet Atakay
Bekir Salih
Iryna Kravchenko
spellingShingle Mariia Nesterkina
Dmytro Barbalat
Ivan Zheltvay
Ildar Rakipov
Mehmet Atakay
Bekir Salih
Iryna Kravchenko
(2<i>S</i>,5<i>R</i>)-2-Isopropyl-5-methylcyclohexanone Hydrazones
Molbank
hydrazones
<i>l</i>-menthone
phenoxyacetic acid
terpenoid
author_facet Mariia Nesterkina
Dmytro Barbalat
Ivan Zheltvay
Ildar Rakipov
Mehmet Atakay
Bekir Salih
Iryna Kravchenko
author_sort Mariia Nesterkina
title (2<i>S</i>,5<i>R</i>)-2-Isopropyl-5-methylcyclohexanone Hydrazones
title_short (2<i>S</i>,5<i>R</i>)-2-Isopropyl-5-methylcyclohexanone Hydrazones
title_full (2<i>S</i>,5<i>R</i>)-2-Isopropyl-5-methylcyclohexanone Hydrazones
title_fullStr (2<i>S</i>,5<i>R</i>)-2-Isopropyl-5-methylcyclohexanone Hydrazones
title_full_unstemmed (2<i>S</i>,5<i>R</i>)-2-Isopropyl-5-methylcyclohexanone Hydrazones
title_sort (2<i>s</i>,5<i>r</i>)-2-isopropyl-5-methylcyclohexanone hydrazones
publisher MDPI AG
series Molbank
issn 1422-8599
publishDate 2019-05-01
description Hydrazones were obtained in 76&#8722;78% yield via condensation of (2<i>S</i>,5<i>R</i>)-2-isopropyl-5-methylcyclohexanone with 4-<i>R</i>-phenoxyacetic acid hydrazides in the presence of a catalytic amount of glacial acetic acid. The structure of the target compounds has been established by FTIR-ATR, Raman, <sup>1</sup>H-NMR and <sup>13</sup>C-NMR spectral analysis and EI/FAB/ESI mass spectrometry. Thermal properties of hydrazones <b>3a</b>&#8722;<b>3e</b> were elucidated by differential scanning calorimetry (DSC) and their purity by HPLC coupled to mass spectrometry. Synthesized compounds were found to exist as <i>Z</i>/<i>E</i> geometrical isomers about C=N bond and <i>cis</i>/<i>trans</i> amide conformers.
topic hydrazones
<i>l</i>-menthone
phenoxyacetic acid
terpenoid
url https://www.mdpi.com/1422-8599/2019/2/M1062
work_keys_str_mv AT mariianesterkina 2isi5iri2isopropyl5methylcyclohexanonehydrazones
AT dmytrobarbalat 2isi5iri2isopropyl5methylcyclohexanonehydrazones
AT ivanzheltvay 2isi5iri2isopropyl5methylcyclohexanonehydrazones
AT ildarrakipov 2isi5iri2isopropyl5methylcyclohexanonehydrazones
AT mehmetatakay 2isi5iri2isopropyl5methylcyclohexanonehydrazones
AT bekirsalih 2isi5iri2isopropyl5methylcyclohexanonehydrazones
AT irynakravchenko 2isi5iri2isopropyl5methylcyclohexanonehydrazones
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