Perfluoroalkylation process

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

Patent

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

568932, 568927, 568936, 570146, C07C20506

Patent

active

049906992

ABSTRACT:
Despite the instabity of perfluoralkyl anions, it is possible to perfluoroalkylate aromatic compounds if appropriately substituted by suitable electronegative substituents (e.g., nitro, trifluoromethylsulfonyl, etc.). Thus a novel Meisenheimer complex is formed by thermally decomposing a salt of a perfluoroalkanoic acid in the presence of an aromatic compound such as 1,3,5-trinitrobenzene. Oxidation with organic hypochlorite yields the corresponding perfluoroalkylated aromatic compound.

REFERENCES:
patent: 3507924 (1970-04-01), Hakansson et al.
patent: 4188274 (1980-02-01), Fields
patent: 4467125 (1984-08-01), Chupp et al.
Carr, Gillian E., "Sodium Perfluoroalkane Carboxylates as Sources of Perfluoroalkyl Groups", Journal Chemical Society, Perkins Trans. (1988), pp. 921-925.
Matsui et al., "A convenient Trifluoromethylation of Aromatic Halides with Sodium Trifluoroacetate", Chemistry Letters, (1981), pp. 1719-1720.
Krishnamurthy, S., "Acetyl Hypofluorite as a Taming Carrier of Elemental Fluorine for Novel Electrophilic Fluorination of Activated Rings", Journal of Organic Chemistry, 46 (1981), pp. 4629-4631.
Haszeldine, R. N., "Perfluoroalkyl Grignard and Grignard-Type Reagent, Part IV, Trifluoromethylmagnesium Iodide", Journal of Chemistry Society, (1954) pp. 1273-1279.
Hine, Jack, Physical Organic Chemistry, New York: McGraw-Hill Book Company, Inc., 1962.
McBee et al., "Preparation and Reactions of Perfluoroalkyllithiums", Journal of American Chemical Society, vol. 76 (1953), 474-478.
Wiemers et al., "Pregeneration, Spectroscopic Detection, and Chemical Reactivity of (Trifluoromethyl) Copper, and Elusive and Complex Species", Journal America Chemical Society, 108 (1986), 832-834.
McBee, et al. "A New Synthesis of Perfluoroalkyl Magnesium Halides", Journal of Organic Chemistry, 28 (1963), 1131-1133.
Bergman, Elliot, "Decorboxylation of Perfluoracid Esters", Journal of Organic Chemistry, 23 (1958), 476-477.
Strauss, Michael, "Anionic Sigma Complexes", Chemical Reviews, vol 70, No. 6, (1970), 667-711.
Advanced Organic Chemistry: Reactions, Mechanisms, and Structure, 3rd edition, Jerry March, N.Y., 1985, pp. 556-557.

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

Perfluoroalkylation process does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Perfluoroalkylation process, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Perfluoroalkylation process will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-11478

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.