1975Journal of the Chemical Society Dalton TransactionsRequires access

Polyfluoroalkyl derivatives of silicon. Part XIV. Reaction of trichlorosilane with 1,3,3,3-tetrafluoropropene and 2-chloro-1,3,3,3-tetra- fluoropropene

R. N. Haszeldine, Colin R. Pool, Anthony E. Tipping

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Abstract

Photochemical reaction of trichlorosilane with 1,3,3,3-tetrafluoropropene gives trichloro(2-fluoro-1-trifluoromethyl)silane and trichloro(1,3,3,3-tetrafluoropropyl)silane (ratio 37 : 13), together with telomeric material. Similarly 2-chloro-1,3,3,3-tetrafluoropropene affords a mixture of trichloro(2-chloro-1,3,3,3-tetrafluoropropyl)-silane and the reduced compound trichloro(1,3,3,3-tetrafluoropropyl)silane (ratio 7 : 3) in high yield. Treatment of trichloro(2-chloro-1,3,3,3-tetrafluoropropyl)silane with quinoline yields mainly cis-and trans-trichloro(1,3,3,3-tetrafluoropropenyl)silane and a lesser amount of cis- and trans-trichloro(2-chloro-3,3,3-trifluoropropenyl)silane. This olefin mixture when fluorinated with antimony trifluoride gives a mixture of the trifluorosilyl analogues which is stable to 350 °C in vacuo.

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Photochemical reaction of trichlorosilane with 1,3,3,3-tetrafluoropropene gives trichloro(2-fluoro-1-trifluoromethyl)silane and trichloro(1,3,3,3-tetrafluoropropyl)silane (ratio 37 : 13), together with telomeric material. Similarly 2-chloro-1,3,3,3-tetrafluoropropene affords a mixture of trichloro(2-chloro-1,3,3,3-tetrafluoropropyl)-silane and the reduced compound trichloro(1,3,3,3-tetrafluoropropyl)silane (ratio 7 : 3) in high yield. Treatment of trichloro(2-chloro-1,3,3,3-tetrafluoropropyl)silane with quinoline yields mainly cis-and trans-trichloro(1,3,3,3-tetrafluoropropenyl)silane and a lesser amount of cis- and trans-trichloro(2-chloro-3,3,3-trifluoropropenyl)silane. This olefin mixture when fluorinated with antimony trifluoride gives a mixture of the trifluorosilyl analogues which is stable to 350 °C in vacuo.

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Available abstract

Photochemical reaction of trichlorosilane with 1,3,3,3-tetrafluoropropene gives trichloro(2-fluoro-1-trifluoromethyl)silane and trichloro(1,3,3,3-tetrafluoropropyl)silane (ratio 37 : 13), together with telomeric material. Similarly 2-chloro-1,3,3,3-tetrafluoropropene affords a mixture of trichloro(2-chloro-1,3,3,3-tetrafluoropropyl)-silane and the reduced compound trichloro(1,3,3,3-tetrafluoropropyl)silane (ratio 7 : 3) in high yield. Treatment of trichloro(2-chloro-1,3,3,3-tetrafluoropropyl)silane with quinoline yields mainly cis-and trans-trichloro(1,3,3,3-tetrafluoropropenyl)silane and a lesser amount of cis- and trans-trichloro(2-chloro-3,3,3-trifluoropropenyl)silane. This olefin mixture when fluorinated with antimony trifluoride gives a mixture of the trifluorosilyl analogues which is stable to 350 °C in vacuo.

Key concepts: Trichlorosilane, Silane, Chemistry, Yield (engineering), Boron trifluoride, Ethylene, Tetra, Quinoline

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Polyfluoroalkyl derivatives of silicon. Part XIV. Reaction of trichlorosilane with 1,3,3,3-tetrafluoropropene and 2-chloro-1,3,3,3-tetra- fluoropropene — Research Paper | ScholarLens