Reactions of aliphatic fluoro-alcohols with CHClF2 at atmospheric pressure

Junji Mizukado*, Yasuhisa Matsukawa, Heng Dao Quan, Masanori Tamura, Akira Sekiya

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

15 Citations (Scopus)

Abstract

The reactions of aliphatic fluoro-alcohols with chlorodifluoromethane (CHClF2) at atmospheric pressure were examined. In the reaction of CF3CF2CH2OH, the difluoromethylated ether was obtained in moderate yield by using ethers such as 1,4-dioxane, diglyme and THF, or their mixtures with water as a reaction solvent. While acetal and orthoformate were also produced, the selectivity of the difluoromethylated ether could be improved by adding water to the reaction. The effect of water could be explained by the reaction mechanism.

Original languageEnglish
Pages (from-to)400-404
Number of pages5
JournalJournal of Fluorine Chemistry
Volume127
Issue number3
DOIs
Publication statusPublished - Mar 2006
Externally publishedYes

Keywords

  • Chlorodifluoromethane
  • Difluorocarbene
  • Difluoromethylation
  • Fluorinated ether

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