Synthesis of carbon-labeled perfluoroalkyl compounds

Details Synthesis of carbon-labeled perfluoroalkyl compounds Synthesis of carbon-labeled perfluoroalkyl compounds

2007-12-11

2009-08-11

O'Sullivan, Peter G (Department: 1621)

Organic compounds -- part of the class 532-570 series

Organic compounds

Halogen containing

Reexamination Certificate

active

07572942

ABSTRACT:
Various13C and14C carbon labeled compoundsin-line-formulae description="In-line Formulae" end="lead"?Rf—bCF(U)y(T)z  Formula 1A orin-line-formulae description="In-line Formulae" end="tail"?in-line-formulae description="In-line Formulae" end="lead"?Rf—bCF2bCF(U)y(T)z  Formula 1Bin-line-formulae description="In-line Formulae" end="tail"?whereinRfis a linear or branched perfluoroalkyl radical Z(CmF2m)—,m is 1, 3 to 20, or a mixture thereof;Z is F when m is 1, and Z is F, Cl, or H when m is 3 to 20 or a mixture thereof;b is 13 or 14;y is 1, and z is 0 or 1; andwhen y and z are each 1, U is F, and T is selected from the group consisting of monovalent radicals —X wherein X is I or Br, —CH2—CH2—X, —CH═CH2, —CH2—CH2—OH, —CH2—COOH, —CH2OH, —bCH2OH, —COOH, —bCOOH, —O—CF(CF3)—C(O)F, —O—CF(CF3)—X, —SO2Y wherein Y is H, F or Cl, and —SO3H; andwhen y is 1, and z is 0, U is selected from the groupconsisting of divalent radicals ═CH—COOH, ═CH—CH2—OH, and ═O, are disclosed, and a process for their preparation which selectively introduces13C and14C carbon labels into a fluoroalkyl chain.

REFERENCES:
patent: 3250808 (1966-05-01), Moore, Jr. et al.
patent: 4400325 (1983-08-01), von Werner et al.
patent: 4874557 (1989-10-01), Kruse et al.
patent: 4940814 (1990-07-01), Schwertfeger
patent: 5399754 (1995-03-01), Oyama et al.
patent: 6653511 (2003-11-01), Howell et al.
patent: 2002/0042521 (2002-04-01), Sonoda et al.
patent: 2003/0013922 (2003-01-01), Howell et al.
patent: 2003/0013924 (2003-01-01), Howell et al.
patent: 0367256 (1990-05-01), None
patent: 52 053813 (1977-04-01), None
patent: 2002322269 (2002-11-01), None
patent: WO 95/16656 (1995-06-01), None
Seleznev, V.G. et al,Photolysis of 1-14C-perfluoropropyl iodide by powerful light pulses, Zhurnal Organicheskoi Khimii, 12(2) 266-9; Coden: Zorkae; ISSN: 0514-7492, 1976.
Gauri S. Lal et al.,Bis(2-methoxyethyl)aminosulfur Trifluoride: A New Broad-Spectrum Deoxofluorinating Agent with Enhanced Thermal Stability, J. Org. Chem. 1999, 64, 7048-7054.
V. G. Seleznev, et al.,J. Org. Chem., USSR (Eng. Translation), 12, 1976, 259.
M. Haddach et al.,J. Labelled Comp. Radiopharm., 42, 1999, 227.
Anton Probst, et al.,Thermolysis and UV Photolysis of Perfluorinated lodo-alkanes and lodo-oxaalkanes: There is a Preferred Reaction Channel; Journal of Fluorine Chemistry, 47 (1990), 163-173.
Ieva L. Reich, et al.,Synthesis of14C-labeled Perfluorooctanoic and Perfluorodecanoic acids: Purification of Perfluorodecanoic Acid, Journal of Labelled Compounds and Radiopharmaceuticals, 1987, vol. XXIV, No. 10.

Affiliated with

Also associated with

Rating

Synthesis of carbon-labeled perfluoroalkyl compounds does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Synthesis of carbon-labeled perfluoroalkyl compounds, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Synthesis of carbon-labeled perfluoroalkyl compounds will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-4130140