Title: Difluoroiodotoluene
CAS Registry Number: 371-11-9
CAS Name: Difluoro(4-methylphenyl)iodine
Additional Names: 4-iodotoluene difluoride; p-tolyliododifluoride
Molecular Formula: C7H7F2I
Molecular Weight: 256.03
Percent Composition: C 32.84%, H 2.76%, F 14.84%, I 49.57%
Literature References: Hypervalent iodine(III) difluoride reagent used to transfer of fluorine to organic substrates. Prepn: R. F. Weinland, W. Stille, Ann. 328, 132 (1903); W. Bockemüller, Ber. 64, 522 (1931); and spectral studies: D. Naumann, G. Rüther, J. Fluorine Chem. 15, 213 (1980). Improved prepn: M. Sawaguchi et al., Synthesis 2002, 1802. Synthetic applications in fluorination reactions: W. B. Motherwell et al., J. Chem. Soc. Perkin Trans. 1 2002, 2809; M. A. Arrica, T. Wirth, Eur. J. Org. Chem. 2005, 395.
Properties: White needles from hexane, mp 98° (Sawaguchi). Also reported as white solid, mp 110° (dec) (Motherwell). Easily sol in chloroform; sparingly sol in petroleum ether, 40% hydrofluoric acid.
Melting point: mp 98° (Sawaguchi); mp 110° (dec) (Motherwell)
Use: Fluorinating agent. |