六甲基二硅杂氮烷

• 产品号: A15139
• CAS号: 999-97-3
• 分子式: C6H19NSi2
• 分子量: 161.39276
• 纯 度: 98+%

产品别名

• 标题: Hexamethyldisilazane
• IUPAC标准名: bis(trimethylsilyl)amine
• IUPAC传统名: hexamethyldisilizane
• 别名: Bis(trimethylsilyl)amine; HMDS

产品登记号

• MDL号: MFCD00008259
• CAS号: 999-97-3
• EC号: 213-668-5
• 默克索引号: 144689
• Beilstein号: 635752

产品性质

• 纯度: 98+%
• 沸点: 126°C
• 密度: 0.774
• 闪点: 8°C(46°F)
• 熔点: -78°C
• 折射率: 1.4080
• GHS危险声明: H225-H311-H331-H302-H314-H318
• 欧盟危险性物质标志: X
• 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-P303+P361+P353-P305+P351+P338-P361-P405-P501A
• 危险公开号: 11-20/21/22-34
• RTECS编号: JM9230000
• 安全公开号: 16-26-33-36/37/39-45-60
• 保存注意事项: Moisture Sensitive
• TSCA收录: 是
• 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

参考文献

• Convenient, mild silylating reagent which generates gaseous ammonia as the only by-product (see Appendix 4). Non-acidic substrates normally require a catalyst.
• For conversion of carbonyl groups to silyl enol ethers, see Iodotrimethylsilane, A12902.
• Silylation of alcohols, including carbohydrates, is catalyzed by TMS chloride: J. Org. Chem., 23, 50 (1958); J. Am. Chem. Soc., 85, 2497 (1963); Chem. Ind. (London), 794 (1984). Silylation of phenols occurs readily, see also: Liebigs Ann. Chem., 20 (1973).
• HMDS in the presence of TMS chloride permits the selective O-silylation of amino alcohols: Synthesis, 990 (1988). Alcohols and phenols can be silylated in the presence of amines and thiols with ZnCl₂ as catalyst: Synth. Commun., 23, 1633 (1993).
• A range of catalysts for silylation with HMDS, including saccharin and sodium saccharin, has been recommended: J. Org. Chem., 47, 3966 (1982), for silylation of alcohols, phenols, thiols, carboxylic acids, amides, thioamides, hydroxamic acids, hydrazides, NH-groups of heterocycles, hydrazines, 1,3-diketones, etc. The use of TBAF (0.02 eq.) or iodine (0.01 eq.) also provide mild procedures for O-silylation: Tetrahedron Lett., 35, 8409 (1994); J. Org. Chem., 65, 7228 (2000).
• Can also function as a protected form of ammonia, e.g. to convert acid chlorides to primary amides: Synthesis, 517 (1985), and substituted maleic anhydrides to maleimides: Tetrahedron Lett., 31, 5201 (1990).
• In combination with DMSO, thiols are oxidized to disulfides under nearly neutral conditions: Synlett, 346 (2002).
• The Na, Li and K derivatives are useful strong bases; see Sodium bis(trimethylsilyl)amide, L13352, Lithium bis(trimethylsilyl)amide, L15012, and Potassium bis(trimethylsilyl)amide, L15022.