Standard

1,1,1,3,3,3-Hexafluoropropan-2-yl 2,3,5,6-tetrafluoro-4-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)benzoate. / Kascheeva, Sofia S.; Lastovka, Anastasiya V.; Vinogradov, Andrey S. и др.

в: MolBank, Том 2025, № 3, M2063, 18.09.2025.

Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование

Harvard

Kascheeva, SS, Lastovka, AV, Vinogradov, AS & Parkhomenko, DA 2025, '1,1,1,3,3,3-Hexafluoropropan-2-yl 2,3,5,6-tetrafluoro-4-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)benzoate', MolBank, Том. 2025, № 3, M2063. https://doi.org/10.3390/M2063

APA

Kascheeva, S. S., Lastovka, A. V., Vinogradov, A. S., & Parkhomenko, D. A. (2025). 1,1,1,3,3,3-Hexafluoropropan-2-yl 2,3,5,6-tetrafluoro-4-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)benzoate. MolBank, 2025(3), [M2063]. https://doi.org/10.3390/M2063

Vancouver

Kascheeva SS, Lastovka AV, Vinogradov AS, Parkhomenko DA. 1,1,1,3,3,3-Hexafluoropropan-2-yl 2,3,5,6-tetrafluoro-4-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)benzoate. MolBank. 2025 сент. 18;2025(3):M2063. doi: 10.3390/M2063

Author

Kascheeva, Sofia S. ; Lastovka, Anastasiya V. ; Vinogradov, Andrey S. и др. / 1,1,1,3,3,3-Hexafluoropropan-2-yl 2,3,5,6-tetrafluoro-4-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)benzoate. в: MolBank. 2025 ; Том 2025, № 3.

BibTeX

@article{18969380471d45da8552656bd7bebf4c,
title = "1,1,1,3,3,3-Hexafluoropropan-2-yl 2,3,5,6-tetrafluoro-4-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)benzoate",
abstract = "Acyl chloride alcoholysis is a fundamental and typically high-yielding method for ester synthesis. However, competitive side reactions can occur when the acyl chloride possesses multiple electrophilic sites and the alcohol is a strong nucleophile. We report an example of this phenomenon: the reaction of pentafluorobenzoyl chloride with 1,1,1,3,3,3-hexafluoropropan-2-ol yields not only the expected ester but also a significant quantity of the 1,1,1,3,3,3-hexafluoropropan-2-yl 2,3,5,6-tetrafluoro-4-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)benzoate. The formation of the latter results from an effective nucleophilic aromatic substitution (SNAr) at the para-fluorine position of the pentafluorophenyl ring by the hexafluoroisopropoxide anion.",
keywords = "acyl chloride alcoholysis, hexafluoro-2-propanol, pentafluorobenzoyl chloride, side reaction",
author = "Kascheeva, {Sofia S.} and Lastovka, {Anastasiya V.} and Vinogradov, {Andrey S.} and Parkhomenko, {Dmitriy A.}",
note = "This research was funded by Russian Science Foundation, grant number 25-23-00445, https://rscf.ru/project/25-23-00445/ (accessed on 14 September 2025). ",
year = "2025",
month = sep,
day = "18",
doi = "10.3390/M2063",
language = "English",
volume = "2025",
journal = "MolBank",
issn = "1422-8599",
publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",
number = "3",

}

RIS

TY - JOUR

T1 - 1,1,1,3,3,3-Hexafluoropropan-2-yl 2,3,5,6-tetrafluoro-4-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)benzoate

AU - Kascheeva, Sofia S.

AU - Lastovka, Anastasiya V.

AU - Vinogradov, Andrey S.

AU - Parkhomenko, Dmitriy A.

N1 - This research was funded by Russian Science Foundation, grant number 25-23-00445, https://rscf.ru/project/25-23-00445/ (accessed on 14 September 2025).

PY - 2025/9/18

Y1 - 2025/9/18

N2 - Acyl chloride alcoholysis is a fundamental and typically high-yielding method for ester synthesis. However, competitive side reactions can occur when the acyl chloride possesses multiple electrophilic sites and the alcohol is a strong nucleophile. We report an example of this phenomenon: the reaction of pentafluorobenzoyl chloride with 1,1,1,3,3,3-hexafluoropropan-2-ol yields not only the expected ester but also a significant quantity of the 1,1,1,3,3,3-hexafluoropropan-2-yl 2,3,5,6-tetrafluoro-4-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)benzoate. The formation of the latter results from an effective nucleophilic aromatic substitution (SNAr) at the para-fluorine position of the pentafluorophenyl ring by the hexafluoroisopropoxide anion.

AB - Acyl chloride alcoholysis is a fundamental and typically high-yielding method for ester synthesis. However, competitive side reactions can occur when the acyl chloride possesses multiple electrophilic sites and the alcohol is a strong nucleophile. We report an example of this phenomenon: the reaction of pentafluorobenzoyl chloride with 1,1,1,3,3,3-hexafluoropropan-2-ol yields not only the expected ester but also a significant quantity of the 1,1,1,3,3,3-hexafluoropropan-2-yl 2,3,5,6-tetrafluoro-4-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)benzoate. The formation of the latter results from an effective nucleophilic aromatic substitution (SNAr) at the para-fluorine position of the pentafluorophenyl ring by the hexafluoroisopropoxide anion.

KW - acyl chloride alcoholysis

KW - hexafluoro-2-propanol

KW - pentafluorobenzoyl chloride

KW - side reaction

UR - https://www.mendeley.com/catalogue/3e3a89cd-8581-396e-8566-7c210104415e/

UR - https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=105017811679&origin=inward

U2 - 10.3390/M2063

DO - 10.3390/M2063

M3 - Article

VL - 2025

JO - MolBank

JF - MolBank

SN - 1422-8599

IS - 3

M1 - M2063

ER -

ID: 70629633