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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.
Hazard Statements: H301-H312-H315-H319-H331-H335-H351
Toxic if swallowed. Harmful in contact with skin. Causes skin irritation. Causes serious eye irritation. Toxic if inhaled. May cause respiratory irritation. Suspected of causing cancer.
Precautionary Statements: P201-P202-P260-P264b-P270-P271-P280i-P281-P301+P310-P302+P352-P304+P340-P305+P351+P338-P308+P313-P311-P312-P330-P332+P313-P337+P313-P362-P501c
Obtain special instructions before use. Do not handle until all safety precautions have been read and understood. Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Wear eye/face protection. Use personal protective equipment as required. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF exposed or concerned: Get medical advice/attention. Call a POISON CENTER or doctor/physician. Call a POISON CENTER or doctor/physician if you feel unwell. Rinse mouth. If skin irritation occurs: If eye irritation persists: Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant