Methanamine, 1,1-Bis(trimethylsilyl)

Abstract

[134340-00-4] C7H21NSi2 (MW 175.42) InChI = 1S/C7H21NSi2/c1-9(2,3)7(8)10(4,5)6/h7H,8H2,1-6H3 InChIKey = RTSDKFPTCHQXCH-UHFFFAOYSA-N (reagent used for the preparation of N-bis(trimethylsilyl)methyl amines, imines, as a synthetic equivalent of N-methyl, N-(trimethylsilyl)methyl carbanion, and [N-CH] dianion synthons, as an N-protecting group) Alternate Names: bis(trimethylsilyl)methylamine, BSMA. Physical Data: colorless liquid, bp 70 °C at 25 mm Hg; its hydrochloride salt, mp 191 °C. Solubility: sol ether, alcohol, dichloromethane, and most organic solvents; hydrochloride salt sol in H2O, alcohol, DMF, DMSO. Analysis of Reagent Purity: 1H, 13C, 29Si NMR, elemental analysis, EIMS. Preparative Methods: prepared by lithium metal mediated reductive silylation of trimethylsilyl cyanide.2 Purification: by fractional distillation at 25 mm Hg through a 120 mm Vigreux column. Handling, Storage, and Precautions: best stored under nitrogen or argon in the refrigerator.