Method for producing fluorinated iodinated organic compound
AssigneesDaikin Industries, Ltd., Saga University
InventorsMasahiro Higashi, Yosuke Kishikawa, Tsugio Kitamura
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Abstract
The present disclosure addresses the problem of providing a novel method for producing a fluorinated iodinated organic compound. The problem can be solved by a method for producing a fluorinated iodinated organic compound, comprising reacting a compound represented by formula (1): wherein R1 and R2 are each independently a hydrogen atom, a halogen atom, or an organic group, or R1 and R2 optionally form a ring together with the two adjacent carbon atoms; and n is 1 or 2, with a fluorine source, an iodine source, and an oxidizing agent or radical generator to add fluorine and iodine to the double bond or triple bond.
Claims16
A method for producing a fluorine and iodine adduct of a compound represented by formula (1):
- wherein
- R1 and R2 are each independently a hydrogen atom, a halogen atom, or an organic group, or R1 and R2 optionally form a ring together with the two adjacent carbon atoms;
- n is 1 or 2;
- and
- the symbol is a double bond or a triple bond,
- with the proviso that
- when the symbol is a triple bond, n is 1,
- when the symbol is a double bond, n is 2,
- two R1s are optionally the same or different,
- two R2s are optionally the same or different, or
- two R1s or two R2s optionally form a ring together with their adjacent carbon atom,
- the method comprising reacting the compound represented by formula (1) with
- (A) at least one fluorine source selected from the group consisting of hydrogen fluoride, hydrogen fluoride salts, and fluoride salts,
- (B) at least one iodine source selected from the group consisting of iodine and iodide salts, and
- (C) at least one compound selected from the group consisting of oxidizing agents and radical generators,
- to add fluorine and iodine to the double bond or triple bond,
- wherein the compound (C) is at least one member selected from the group consisting of peroxides and metal oxides,
- the peroxide is at least one member selected from the group consisting of hydrogen peroxide;
- perboric acid, percarbonic acid, perphosphoric acid, persulfuric acid, permanganic acid, and salts thereof;
- compounds represented by formula:
- RaCOOOM, wherein Ra is a hydrocarbon group optionally having one or more substituents, and M is a hydrogen atom or a metal atom;
- compounds represented by formula:
- RbOOM, wherein Rb is a hydrocarbon group optionally having one or more substituents, and M is a hydrogen atom or a metal atom;
- compounds represented by formula:
- Rc1OORc2, wherein Rc1 and Rc2 are each independently a hydrocarbon group optionally having one or more substituents or Rc3—CO—, and Rc3 is a hydrocarbon group optionally having one or more substituents;
- and
- compounds represented by formula:
- wherein Rd1 to Rd4 are each independently a hydrocarbon group optionally having one or more substituents, and Rd3 and Rd4 optionally form a ring together with the adjacent carbon atom,
- the metal oxide is at least one selected from the group consisting of chromic acid, dichromic acid, tungsten oxide, ruthenium oxide, antimony oxide, and osmium oxide;
- and
- wherein the temperature of the reaction is within the range of 0 to 40° C.
Dependencies are inferred from the claim text.