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Synthesis and structure of sterically hindered o-benzoquinone carboxylic acid

Maxim Aleksandrovich Zherebtsov 1, 2
Maxim Aleksandrovich Zherebtsov
, 
Maxim Vyacheslavovich Arsenyev 1, 2
Maxim Vyacheslavovich Arsenyev
, 
Eugeny Vladimirovich Baranov 2
Eugeny Vladimirovich Baranov
, 
Sergey Arturovich Chesnokov 2
Sergey Arturovich Chesnokov
, 
Vladimir Kuzmich Cherkasov 2
Vladimir Kuzmich Cherkasov
10.1016/j.mencom.2021.03.042
Published 2021-03-03
Communication , Volume 31, Issue 2, 268-270
3
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Zherebtsov M. A. et al. Synthesis and structure of sterically hindered o-benzoquinone carboxylic acid // Mendeleev Communications. 2021. Vol. 31. No. 2. pp. 268-270.
GOST all authors (up to 50) Copy
Zherebtsov M. A., Arsenyev M. V., Baranov E. V., Chesnokov S. A., Cherkasov V. K. Synthesis and structure of sterically hindered o-benzoquinone carboxylic acid // Mendeleev Communications. 2021. Vol. 31. No. 2. pp. 268-270.
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TY - JOUR
DO - 10.1016/j.mencom.2021.03.042
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.03.042
TI - Synthesis and structure of sterically hindered o-benzoquinone carboxylic acid
T2 - Mendeleev Communications
AU - Zherebtsov, Maxim Aleksandrovich
AU - Arsenyev, Maxim Vyacheslavovich
AU - Baranov, Eugeny Vladimirovich
AU - Chesnokov, Sergey Arturovich
AU - Cherkasov, Vladimir Kuzmich
PY - 2021
DA - 2021/03/03
PB - Mendeleev Communications
SP - 268-270
IS - 2
VL - 31
ER -
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@article{2021_Zherebtsov,
author = {Maxim Aleksandrovich Zherebtsov and Maxim Vyacheslavovich Arsenyev and Eugeny Vladimirovich Baranov and Sergey Arturovich Chesnokov and Vladimir Kuzmich Cherkasov},
title = {Synthesis and structure of sterically hindered o-benzoquinone carboxylic acid},
journal = {Mendeleev Communications},
year = {2021},
volume = {31},
publisher = {Mendeleev Communications},
month = {Mar},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.03.042},
number = {2},
pages = {268--270},
doi = {10.1016/j.mencom.2021.03.042}
}
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Cite this
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Zherebtsov, Maxim Aleksandrovich, et al. “Synthesis and structure of sterically hindered o-benzoquinone carboxylic acid.” Mendeleev Communications, vol. 31, no. 2, Mar. 2021, pp. 268-270. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.03.042.

Keywords

o-quinone
catechol
cyclic voltammetry
oxidation
pyrocatechuic acid
X-ray

Abstract

2,4-Di-tert-butyl-5,6-dioxocyclohexa-1,3-diene-1-carboxylic acid, an oxidized analogue of sterically hindered pyrocatechuic acid, was obtained from 4,6-di-tert-butyl-2,3-dihydroxybenzaldehyde in four stages. The electrochemical reduction of this compound proceeds in two stages: the first reduction wave (Ered1=−0.24V) is irreversible, while the second stage is partially reversible (E1/2, red2=−0.65V). The molecular structure of the o-quinone carboxylic acid in the crystalline state was comfirmed by single-crystal X-ray analysis.

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