On the structure of the radical addition product of 2-benzoxypentafluoropropene with 1,4-dioxane

Hirotada Fujiwara, Masakazu Iwasaki, Tadashi Narita, Hiroshi Hamana

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

The structure of the addition reaction product of 2-benzoxypentafluoropropene [CF2 = C(CF3) OCOC6H5] with 1,4-dioxane was investigated by the crystallographic analysis of the single crystal to conclude that the 2,6-disubstitution of 1,4-dioxane took place, on the contrary to the assumption that the reaction would take place at the 2- and 5-positions based on the product structure of 2-benzoxypentafluoropropene with tetrahydrofuran. Modified polyaddition reaction mechanism of bis(α-trifluoromethyl-β,β-difluorovinyl) terephthalate [CF2 = C(CF3)OCO-C6 H4-COOC(CF3) = CF2] with 1,4-dioxane including 1,5-radical shift mechanism is proposed.

Original languageEnglish
Pages (from-to)1461-1464
Number of pages4
JournalJournal of Fluorine Chemistry
Volume125
Issue number10
DOIs
Publication statusPublished - Oct 1 2004
Externally publishedYes

Fingerprint

terephthalate
products
tetrahydrofuran
reaction products
Addition reactions
crystal
Reaction products
shift
single crystals
Single crystals
1,4-dioxane
product
OCO
analysis
terephthalic acid

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Environmental Chemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

Cite this

On the structure of the radical addition product of 2-benzoxypentafluoropropene with 1,4-dioxane. / Fujiwara, Hirotada; Iwasaki, Masakazu; Narita, Tadashi; Hamana, Hiroshi.

In: Journal of Fluorine Chemistry, Vol. 125, No. 10, 01.10.2004, p. 1461-1464.

Research output: Contribution to journalArticle

Fujiwara, Hirotada ; Iwasaki, Masakazu ; Narita, Tadashi ; Hamana, Hiroshi. / On the structure of the radical addition product of 2-benzoxypentafluoropropene with 1,4-dioxane. In: Journal of Fluorine Chemistry. 2004 ; Vol. 125, No. 10. pp. 1461-1464.
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