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

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 Научная публикация

Журнал

MolBank
ISSN: 1422-8599

Вых. Данные

Год: 2025, Том: 2025, Номер: 3, Номер статьи : M2063, Страниц : DOI: 10.3390/M2063

Ключевые слова

acyl chloride alcoholysis; hexafluoro-2-propanol; pentafluorobenzoyl chloride; side reaction

Авторы

Kascheeva S.S. ¹ , Lastovka A.V. ^1,2 , Vinogradov A.S. ¹ , Parkhomenko D.A. ¹

Организации

1	N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences
2	Department of Natural Sciences, Novosibirsk State University

Информация о финансировании (1)

Российский Научный Фонд

25-23-00445

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.

Kascheeva S.S. , Lastovka A.V. , Vinogradov A.S. , Parkhomenko D.A.
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. V.2025. N3. M2063 . DOI: 10.3390/M2063 WOS

Поступила в редакцию:	20 авг. 2025 г.
Принята к публикации:	15 сент. 2025 г.
Опубликована online:	18 сент. 2025 г.

Web of science:

WOS:001580311900001

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