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The silicon effect also manifests in certain compound properties. Trimethylsilylmethylamine (Me 3 SiCH 2 NH 2) is a stronger base (conjugate pK a 10.96) than neopentylamine (conjugate pK a 10.21); trimethylsilylacetic acid (pKa 5.22) is a poorer acid than trimethylacetic acid (pKa 5.00). [1]
Negative hyperconjugation is seldom observed, though it can be most commonly observed when the σ *-orbital is located on certain C–F or C–O bonds. [ 3 ] [ 4 ] In negative hyperconjugation, the electron density flows in the opposite direction (from a π- or p-orbital to an empty σ * -orbital) than it does in the more common ...
It is one of several types of silicone oil (polymerized siloxane). The applications of PDMS range from contact lenses and medical devices to elastomers ; it is also present in shampoos (as it makes hair shiny and slippery ), food ( antifoaming agent ), caulk , lubricants and heat-resistant tiles .
Silicone oil serves as an effective gun lubricant, suitable for use with the rubber, plastic, and metal components commonly found in firearms. Its high surface adhesion allows it to create a long-lasting protective film, which is beneficial for preserving guns during prolonged storage.
Conjugate addition reactions of allylsilanes are possible, although unsaturated aldehydes undergo only 1,2 addition. [15] The combination of an allylsilane with an α,β-unsaturated ketone in the presence of a Lewis acid is known as the Sakurai reaction. The enolate intermediate that results from addition can be functionalized with a separate ...
Hyperconjugation can be used to rationalize a variety of chemical phenomena, including the anomeric effect, the gauche effect, the rotational barrier of ethane, the beta-silicon effect, the vibrational frequency of exocyclic carbonyl groups, and the relative stability of substituted carbocations and substituted carbon centred radicals, and the thermodynamic Zaitsev's rule for alkene stability.
In organosilicon chemistry, a siloxane is an organic compound containing a functional group of two silicon atoms bound to an oxygen atom: Si−O−Si. The parent siloxanes include the oligomeric and polymeric hydrides with the formulae H[OSiH 2 ] n OH and [OSiH 2 ] n . [ 1 ]
The silicon plays the key role in stabilizing the carbocation of carbon at the β-position. Hosomi-Sakurai reaction is also applicable for other functional groups such as enones, where conjugate addition is usually seen. In figure 2, the Hosomi- Sakurai reaction has been shown using a cinnamoyl ketone.