烯丙基三甲基硅烷

• 产品号: A14662
• CAS号: 762-72-1
• 分子式: C6H14Si
• 分子量: 114.26086
• 纯 度: 98+%

产品别名

• 标题: Allyltrimethylsilane
• IUPAC标准名: trimethyl(prop-2-en-1-yl)silane
• IUPAC传统名: silane, trimethyl-2-propenyl-

产品登记号

• EC号: 212-104-5
• CAS号: 762-72-1
• Beilstein号: 906755
• MDL号: MFCD00008635

产品性质

• 纯度: 98+%
• 沸点: 85-86°C
• 密度: 0.717
• 闪点: -10°C(14°F)
• 折射率: 1.4080
• GHS危险声明: H225-H315-H319-H335
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 欧盟危险性物质标志: 易燃性(Flammable) (F)
• GHS警示性声明: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A
• 危险公开号: 11-36/37/38
• 安全公开号: 9-16-23-26-33-37
• TSCA收录: 是
• 联合国危险货物等级: 3
• 联合国危险货物编号: UN1993
• 联合国危险货物包装类别(PG): II

参考文献

• Reactions with electrophiles illustrate the ?-effect (see Appendix 4); e.g. acid chlorides with a Lewis acid give allyl ketones: J. Organomet. Chem., 85, 149 (1975):
  
• Similarly, carbonyl compounds are converted to homoallylic alcohols: J. Organomet. Chem., 69, C15 (1974). In the TiCl₄ promoted reaction with enones, behaves as an allyl anion equivalent, giving the product of conjugate addition (Hosomi-Sakurai reaction): J. Am. Chem. Soc., 99, 1673 (1977);105, 2354 (1983); Org. Synth. Coll., 7, 443 (1990):
  
• More recent studies have shown that TMS cyclopentanes are also formed in these reactions via a competing [3+2] cycloaddition mechanism: Tetrahedron, 49, 9955 (1993). Chemoselective addition to aldehydes can be accomplished in the presence of a ketone, using Scandium(III) trifluoromethanesulfonate hydrate, 40566 as catalyst: Synthesis, 1822 (1998).
• In the presence of F^-, functions as an allyl anion equivalent, affording homoallylic alcohols from carbonyl compounds: Tetrahedron Lett., 3043 (1978), and adding to a variety of Michael acceptors: Tetrahedron Lett., 25, 3213 (1984); J. Org. Chem., 51, 1745 (1986). For a review of reactivity in the presence of Lewis acids and F^-, see: J. Prakt. Chem./ Chem. Ztg., 336, 375 (1994).
• Has also been used, in the presence of a catalyst such as p-TsOH, I₂, Br₂ or TfOH, as a silylating agent for alcohols, phenols and carboxylic acids: Tetrahedron Lett., 21, 835 (1980); J. Org. Chem., 46, 5212 (1981). The advantage over more conventional silylation methods is that the only by-product is the neutral gas propene.