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

Hirotada Fujiwara; Masakazu Iwasaki; Tadashi Narita; Hiroshi Hamana

doi:10.1016/j.jfluchem.2004.05.005

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 journal › Article › peer-review

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 language	English
Pages (from-to)	1461-1464
Number of pages	4
Journal	Journal of Fluorine Chemistry
Volume	125
Issue number	10
DOIs	https://doi.org/10.1016/j.jfluchem.2004.05.005
Publication status	Published - Oct 1 2004
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Environmental Chemistry
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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

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.",

author = "Hirotada Fujiwara and Masakazu Iwasaki and Tadashi Narita and Hiroshi Hamana",

year = "2004",

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journal = "Journal of Fluorine Chemistry",

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T1 - On the structure of the radical addition product of 2-benzoxypentafluoropropene with 1,4-dioxane

AU - Fujiwara, Hirotada

AU - Iwasaki, Masakazu

AU - Narita, Tadashi

AU - Hamana, Hiroshi

PY - 2004/10/1

Y1 - 2004/10/1

N2 - 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.

AB - 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.

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