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(Trimethylsilyl)diazomethane is used as a methylating agent in organic chemistry. It is utilized in Gas Chromatography- Mass-Spectrometry (GC-MS) for the analysis of various carboxylic compounds. It is involved as a reagent in the Doyle-Kirmse reaction with allyl sulfides and allyl amines. It is considered and used as a less-explosive replacement fordiazomethane. It is also used as a reactant for Unnatural alfa-amino acid derivatives containing gem-bisphosphonates through Michael addition reaction, imidazolo[2,1-b]benzothiazole derivatives and aigialomycin D analogues.
Kumar, R.; Turcaud, S.; Micouin, L. The Reaction of Dimethylalkynylaluminum Reagents with Trimethylsilyldiazomethane: Original Reactivity Leading to New alpha-Silylated Alkynyl Hydrazones. Org. Lett. 2014, 16 (8), 2077-2079.
Gefahrenhinweise (EU): H225-H331-H315-H350-H361-H336-H373-H304
Highly flammable liquid and vapour. Toxic if inhaled. Causes skin irritation. May cause cancer. Suspected of damaging fertility or the unborn child. May cause drowsiness or dizziness. May cause damage to organs through prolonged or repeated exposure. May be fatal if swallowed and enters airways.
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. IF SWALLOWED: Immediately call a POISON CENTER/doctor IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.