(Trimethylsilyl)diazomethane, 2M in hexanes

(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.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
(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.

Solubility
Immiscible with water. Miscible with organic solvents.

Notes
(Trimethylsilyl)diazomethane (TMSD) in alcoholic solvents under acidic or basic conditions can lead to the formation of diazomethane. TMSD is under review by the National Toxicological Program for potential inhalation hazards.Incompatible with oxidizing agents, chlorine, fluorine and perchlorates.