(2s,5r)-2-isopropyl-5-methylcyclohexanone hydrazones

Mariia Nesterkina; Dmytro Barbalat; Ivan Zheltvay; Ildar Rakipov; Mehmet Atakay; Bekir Salih; Iryna Kravchenko

doi:10.3390/M1062

(2s,5r)-2-isopropyl-5-methylcyclohexanone hydrazones

Mariia Nesterkina
, Dmytro Barbalat
, Ivan Zheltvay
, Ildar Rakipov
, Mehmet Atakay
, Bekir Salih
, Iryna Kravchenko

Research output: Contribution to journal › Article › peer-review

5 Citations (Scopus)

Abstract

Hydrazones were obtained in 76–78% yield via condensation of (2S,5R)-2-isopropyl-5-methylcyclohexanone with 4-R-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, 1H-NMR and 13C-NMR spectral analysis and EI/FAB/ESI mass spectrometry. Thermal properties of hydrazones 3a–3e were elucidated by differential scanning calorimetry (DSC) and their purity by HPLC coupled to mass spectrometry. Synthesized compounds were found to exist as Z/E geometrical isomers about C=N bond and cis/trans amide conformers.

Original language	English
Article number	M1062
Journal	MolBank
Volume	2019
Issue number	2
DOIs	https://doi.org/10.3390/M1062
Publication status	Published - Jun 2019

Keywords

Hydrazones
L-menthone
Phenoxyacetic acid
Terpenoid
This research received no external funding

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10.3390/M1062

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@article{02ced8c98d74417e95a6773730c300de,

title = "(2s,5r)-2-isopropyl-5-methylcyclohexanone hydrazones",

abstract = "Hydrazones were obtained in 76–78\% yield via condensation of (2S,5R)-2-isopropyl-5-methylcyclohexanone with 4-R-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, 1H-NMR and 13C-NMR spectral analysis and EI/FAB/ESI mass spectrometry. Thermal properties of hydrazones 3a–3e were elucidated by differential scanning calorimetry (DSC) and their purity by HPLC coupled to mass spectrometry. Synthesized compounds were found to exist as Z/E geometrical isomers about C=N bond and cis/trans amide conformers.",

keywords = "Hydrazones, L-menthone, Phenoxyacetic acid, Terpenoid, This research received no external funding",

author = "Mariia Nesterkina and Dmytro Barbalat and Ivan Zheltvay and Ildar Rakipov and Mehmet Atakay and Bekir Salih and Iryna Kravchenko",

note = "Publisher Copyright: {\textcopyright} 2019, by the authors.",

year = "2019",

month = jun,

doi = "10.3390/M1062",

language = "English",

volume = "2019",

journal = "MolBank",

issn = "1422-8599",

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TY - JOUR

T1 - (2s,5r)-2-isopropyl-5-methylcyclohexanone hydrazones

AU - Nesterkina, Mariia

AU - Barbalat, Dmytro

AU - Zheltvay, Ivan

AU - Rakipov, Ildar

AU - Atakay, Mehmet

AU - Salih, Bekir

AU - Kravchenko, Iryna

PY - 2019/6

Y1 - 2019/6

N2 - Hydrazones were obtained in 76–78% yield via condensation of (2S,5R)-2-isopropyl-5-methylcyclohexanone with 4-R-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, 1H-NMR and 13C-NMR spectral analysis and EI/FAB/ESI mass spectrometry. Thermal properties of hydrazones 3a–3e were elucidated by differential scanning calorimetry (DSC) and their purity by HPLC coupled to mass spectrometry. Synthesized compounds were found to exist as Z/E geometrical isomers about C=N bond and cis/trans amide conformers.

AB - Hydrazones were obtained in 76–78% yield via condensation of (2S,5R)-2-isopropyl-5-methylcyclohexanone with 4-R-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, 1H-NMR and 13C-NMR spectral analysis and EI/FAB/ESI mass spectrometry. Thermal properties of hydrazones 3a–3e were elucidated by differential scanning calorimetry (DSC) and their purity by HPLC coupled to mass spectrometry. Synthesized compounds were found to exist as Z/E geometrical isomers about C=N bond and cis/trans amide conformers.

KW - Hydrazones

KW - L-menthone

KW - Phenoxyacetic acid

KW - Terpenoid

KW - This research received no external funding

UR - https://www.scopus.com/pages/publications/85070739061

UR - https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=performanshacettepe&SrcAuth=WosAPI&KeyUT=WOS:000477014200007&DestLinkType=FullRecord&DestApp=WOS_CPL

U2 - 10.3390/M1062

DO - 10.3390/M1062

M3 - Article

AN - SCOPUS:85070739061

SN - 1422-8599

VL - 2019

JO - MolBank

JF - MolBank

IS - 2

M1 - M1062

ER -

(2s,5r)-2-isopropyl-5-methylcyclohexanone hydrazones

Abstract

Keywords

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