A15457 Diiodomethane, 99%, stab.

Diiodomethane, 99%, stab.

Propiedades químicas

Referencias documentales

The combination with Zinc-copper couple, L09811, generates ICH₂ZnI, the reagent for the classical Simmons-Smith cyclopropanation of alkenes: J. Am. Chem. Soc., 80, 5323 (1958); examples: Org. Synth. Coll., 5, 85 (1973). Review: Org. React., 20, 1 (1973). Alternative systems include Zn powder/ Cu(I) halide: J. Org. Chem., 35, 2057 (1970); ultrasound irradiation: Tetrahedron Lett., 23, 2729 (1982), thermal activation: Synth. Commun., 22, 2801 (1992), or catalytic TMS-Cl: J. Org. Chem., 59, 2671 (1994) with ordinary zinc; or Zn/Ag couple: Tetrahedron Lett., 4593 (1972); 3327 (1974). Other reagents include trialkylaluminums: J. Org. Chem., 50, 4412 (1985): Org. Synth. Coll., 8, 321 (1993) and the most widely-used modification, diethylzinc: Tetrahedron, 24, 53 (1968); J. Org. Chem., 42, 3031 (1977); for use in the ring-expansion of ketones, see: Org. Synth. Coll., 6, 327 (1988). For use of a boronic acid-derived chiral dioxaborolane ligand in enantioselective cyclopropanantion, see: Tetrahedron Lett., 37, 7925 (1996); Org. Synth., 76, 86 (1998):

Selective ortho-methylation of phenols can be brought about by a one-pot method utilizing Et₂Zn/ CH₂I₂ modification: Tetrahedron Lett., 30, 5215 (1989).

Allylic bromides are converted to homoallylic iodides by the Simmons-Smith reagent in the presence of CuI.2LiI in THF: J. Org. Chem., 54, 5202 (1989).

Wolcott, C. A.; Green, I. X.; Silbaugh, T. L.; Xu, Y.; Campbell, C. T. Energetics of Adsorbed CH₂ and CH on Pt(111) by Calorimetry: The Dissociative Adsorption of Diiodomethane. J. Phys. Chem. C 2014, 118 (50), 29310-29321.

Wang, Y.; Sang, D. K.; Du, Z.; Zhang, C.; Tian, M.; Mi, J. Interfacial Structures, Surface Tensions, and Contact Angles of Diiodomethane on Fluorinated Polymers. J. Phys. Chem. C 2014, 118 (19), 10143-10152.