双(三甲基硅基)氨化钠, 2M soln. in THF

• 产品号: L13352
• CAS号: 1070-89-9
• 分子式: C6H18NNaSi2
• 分子量: 183.37459

产品别名

• 标题: Sodium bis(trimethylsilyl)amide, 2M soln. in THF
• IUPAC标准名: sodium bis(trimethylsilyl)azanide
• IUPAC传统名: sodium bis(trimethylsilyl)azanide
• 别名: N-Sodiohexamethyldisilazane; NaHMDS

产品登记号

• Beilstein号: 3629917
• EC号: 213-983-8
• MDL号: MFCD00009835
• CAS号: 1070-89-9

产品性质

• 联合国危险货物等级: 3
• 联合国危险货物编号: UN2924
• 联合国危险货物包装类别(PG): II
• GHS危险声明: H224-H314-H318
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C)
• 欧盟危险性物质标志: 易燃性(Flammable) (F)
• GHS警示性声明: P210-P280-P305+P351+P338-P309-P310-P402
• 危险公开号: 11-14-19-34
• 安全公开号: 8-16-26-36/37/39-45
• 保存注意事项: Air & Moisture Sensitive
• TSCA收录: 是
• 浓度: 2M soln. in THF
• 密度: 0.920
• 闪点: -17°C(1°F)

参考文献

• Used as a base for the preparation of ester enolates: J. Am. Chem. Soc., 93, 4945 (1971). Has been found to be superior to LDA for preparation of (Z)-enolates of ketones under thermodynamic control: Tetrahedron Lett., 30, 2779 (1989).
• In the Wittig reaction, gives Li salt-free product distribution patterns, with selective (Z)-alkene formation: Chem. Ber., 109, 1694 (1976); Tetrahedron Lett., 30, 2173 (1989). For formation of anions of benzylic phosphonates and subsequent ɑɑ-difluorination, see N-Fluorobenzenesulfonimide, L13955.
• Found to give better yields than LiHMDS or KHMDS for the carbenoid reactions with Dibromomethane, A10456: Synthesis, 201 (1972); Angew. Chem. Int. Ed., 11, 326 (1972).
• Useful sterically hindered base (NaHMDS) for, e.g. generation of enolates, Wittig reagents or carbenes.
• Sufficiently nucleophilic to act as a protected form of ammonia in the synthesis of primary amines from halides and tosylates: Chem. Ber., 117, 1250 (1984).