Journal of Fluorine Chemistry, volume 197, pages 49-58

Extending the series of p-substituted tetrafluorobenzoic acids: synthesis, properties and structure

Publication typeJournal Article
Publication date2017-05-01
Quartile SCImago
Q3
Quartile WOS
Q3
Impact factor1.9
ISSN00221139
Organic Chemistry
Biochemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Environmental Chemistry
Abstract
Abstract The synthesis of the derivatives of p-aminotetrafluorobenzoic acid, p-H2NC6F4CO2H (2b), by hydrolysis, acylation or interaction with aldehydes was developed giving H2NC6F4CO2K (2a), C6F5C(O)N(H)C6F4CO2Et (3) and (E)-ArCH NC6F4CO2Et (4–11). The chemical derivatization of tetrafluoroterephthalic acid, p-HO2CC6F4CO2H (12), by hydrolysis, etherification and reduction was performed giving a number of symmetrical X(O)CC6F4C(O)X (13–15; X = Cl, NEt2, OMe) or unsymmetrical YC6F4CO2Me (15a–b, 16, 18–21; Y = CO2K, CO2H, CH2OH, C(O)Cl, C(O)C6H3(i-Pr)2, CO2CH2C6F4CO2Me, CO2C6H4Bu-t), HOCH2C6F4CO2H (17), [MeO2CC6F4]2Y (22, 23; Y = OCH2CH2O, N(H)C6H4N(H)) compounds. All substances were thoroughly investigated by spectroscopic methods (multinuclear NMR and IR spectroscopy, mass-spectrometry). The molecular structures of p-H2NC6F4CO2Et (2) and p-HO2CC6F4CO2Me (15b) have been determined by X-ray diffraction analysis.

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Journal of Fluorine Chemistry
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Russian Chemical Reviews
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Elsevier
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Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
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Zaitsev K. V. et al. Extending the series of p-substituted tetrafluorobenzoic acids: synthesis, properties and structure // Journal of Fluorine Chemistry. 2017. Vol. 197. pp. 49-58.
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Zaitsev K. V., Oprunenko Y. F., Lermontova E. K., Churakov A. V. Extending the series of p-substituted tetrafluorobenzoic acids: synthesis, properties and structure // Journal of Fluorine Chemistry. 2017. Vol. 197. pp. 49-58.
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TY - JOUR
DO - 10.1016/j.jfluchem.2017.03.002
UR - https://doi.org/10.1016/j.jfluchem.2017.03.002
TI - Extending the series of p-substituted tetrafluorobenzoic acids: synthesis, properties and structure
T2 - Journal of Fluorine Chemistry
AU - Oprunenko, Yuri F.
AU - Lermontova, Elmira Kh.
AU - Zaitsev, K V
AU - Churakov, Andrei V.
PY - 2017
DA - 2017/05/01 00:00:00
PB - Elsevier
SP - 49-58
VL - 197
SN - 0022-1139
ER -
BibTex
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BibTex Copy
@article{2017_Zaitsev,
author = {Yuri F. Oprunenko and Elmira Kh. Lermontova and K V Zaitsev and Andrei V. Churakov},
title = {Extending the series of p-substituted tetrafluorobenzoic acids: synthesis, properties and structure},
journal = {Journal of Fluorine Chemistry},
year = {2017},
volume = {197},
publisher = {Elsevier},
month = {may},
url = {https://doi.org/10.1016/j.jfluchem.2017.03.002},
pages = {49--58},
doi = {10.1016/j.jfluchem.2017.03.002}
}
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