Synthesis of carbon-labeled perfluoroalkyl compounds

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

Reexamination Certificate

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Reexamination Certificate

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10794556

ABSTRACT:
Various13C and14C carbon labeled compoundsin-line-formulae description="In-line Formulae" end="lead"?Rf—bCF(U)y(T)zFormula 1A orin-line-formulae description="In-line Formulae" end="tail"?in-line-formulae description="In-line Formulae" end="lead"?Rf—bCF2bCF(U)y(T)zFormula 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.

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