(Z)-(trimethylsilyl N-(trimethylsilyl)ethenecarboximidate)

• ChemBase编号: 301840
• 分子式: C8H21NOSi2
• 平均质量: 203.42944
• 单一同位素质量: 203.11616736
• SMILES: C/C(=N/[Si](C)(C)C)/O[Si](C)(C)C
• Canonical SMILES: C/C(=N/[Si](C)(C)C)/O[Si](C)(C)C
• InChI: InChI=1S/C8H21NOSi2/c1-8(9-11(2,3)4)10-12(5,6)7/h1-7H3/b9-8-
• InChIKey: SIOVKLKJSOKLIF-HJWRWDBZSA-N

名称和登记号

名称

• IUPAC标准名: (Z)-(trimethylsilyl N-(trimethylsilyl)ethenecarboximidate)
• IUPAC传统名: (Z)-(trimethylsilyl N-(trimethylsilyl)ethenecarboximidate)
• 别名: N,O-双三甲硅基乙酰胺; BSA; N,O-Bis(trimethylsilyl)acetamide

登记号

• CAS号: 10416-59-8
• EC号: 233-892-7
• MDL号: MFCD00008270
• Beilstein号: 1306669

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 1.7573494
• LogD (pH = 7.4): 3.0714154
• Log P: 3.1974
• 摩尔折射率: 47.6538 cm^3
• 极化性: 22.749172 Å^3
• 极化表面积: 21.59 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: -24°C
• 沸点: 71-73°C/35mm
• 闪点: 42°C(107°F)
• 密度: 0.829
• 折射率: 1.4170

安全信息

• 保存注意事项: Moisture Sensitive
• RTECS编号: AK3000000
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C); X
• 联合国危险货物编号: UN2920
• 联合国危险货物等级: 8
• 联合国危险货物包装类别(PG): II
• 危险公开号: 10-14-22-34
• 安全公开号: 26-36/37/39-45
• TSCA收录: 是
• GHS危险品标识: GHS02; GHS05; GHS06
• GHS危险声明: H301-H314-H318-H226
• GHS警示性声明: P210-P301+P310-P303+P361+P353-P305+P351+P338-P405-P501A

产品相关信息

• 纯度: 95%

参考文献

• O-Silylation in the presence of TBAF (0.02 equiv.) occurs under very mild conditions: Tetrahedron Lett., 35, 8409 (1994).
• Powerful silylation reagent for a wide range of functional groups under mild conditions. See Appendix 4. Reviews: J. Prakt. Chem./ Chem. Ztg., 337, 332 (1995); Synthesis, 357 (1998). Unlike halosilanes, silylated amides often need no added base catalysts. For an example of use without added solvent or catalyst for the silylation of a tertiary ɑ-hydroxy ketone, see: Org. Synth. Coll., 7, 381 (1990). Silylating power can be increased in polar solvents such as DMF or acetonitrile, or by addition of acidic catalysts, often TMS chloride, or an acid such as TFA or HCl.
• BSA catalyzes the acylation of acylphosphoranes with activated derivatives of carboxylic acids. Subsequent ozonolysis, or oxidation with singlet oxygen or dimethyldioxirane, provides a route to 1,2,3-triketones: J. Org. Chem., 54, 2785 (1989); 60, 8231 (1995):