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Description
Carbon tetraiodide is the heaviest tetrahalomethane, and its weak carbon–iodine bonds make it a valuable electrophilic iodine source in organic synthesis. It is most commonly used with phosphines to convert alcohols into alkyl iodides under Appel-type conditions, and as the iodine source in chromium-mediated Takai–Utimoto olefination to give vinyl iodides. The reagent is markedly sensitive to both light and heat, and decomposition is often signalled by pronounced discolouration. TCI supplies it in a 10 g pack; store it cold in a tightly closed, light-protected container and weigh it quickly inside a fume hood.
Scientific References
Temleitner et al. (2013). The origin of diffuse scattering in crystalline carbon tetraiodide. Journal of Physics: Condensed Matterdoi:10.1088/0953-8984/25/45/454209
Hargittai et al. (2001). The Structure of Gaseous Carbon Tetraiodide from Electron Diffraction and All Carbon Iodides, CIn (n = 1–4), and Their Dimers, C2I2n (n = 1–3) from High-Level Computation. Any Other Carbon-Iodide Species in the Vapor?. Structural Chemistrydoi:10.1023/a:1011960320787
References were compiled automatically from Crossref and every DOI was verified to exist. AMI Scientific is not affiliated with the authors or the publishers.
