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Iodomethane is a methylating agent used for alkylating carbon, oxygen, sulfur, nitrogen and phosphorus nucleophiles. For example, phenol reacts with methyl iodide to give anisole. In the Monsanto process, the insitu formed iodomethane reacts with carbon monoxide in the presence of a rhodium complex to give acetyl iodide, which on hydrolysis yields acetic acid. It reacts with magnesium to form the Grignard reagent, methylmagnesium iodide used in organic synthesis. It finds applications as an intermediate in the manufacture of pharmaceuticals and in phase transfer catalysts.
Erk, B.; Boll, R., Trippel, S.; Anielski, D.; Foucar, L.; Rudek, B.; Rudenko, A. Imaging charge transfer in iodomethane upon x-ray photoabsorption. Science 2014, 345 (6194), 288-291.
Dong, Y.; Brooks, J. D.; Chen, T. L.; Mullins, D. R.; Cox, D. F. Reactions of methyl groups on a non-reducible metal oxide: The reaction of iodomethane on stoichiometric alpha-Cr 2 O 3 (0001). Surf. Sci. 2015, 641, 148-153.
Gefahrenhinweise (EU): H301-H312-H331-H315-H351-H335
Toxic if swallowed. Harmful in contact with skin. Toxic if inhaled. Causes skin irritation. Suspected of causing cancer. May cause respiratory irritation.
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