DIISOPROPYLCHLOROSILANE

CAS: 2227-29-4

Ref. 3H-SID3535.0

Produktinformation

• Name: DIISOPROPYLCHLOROSILANE
• Synonyme: Chloro[Bis(1-Methylethyl)]Silane, Chloro[Bis(1-Methylethyl)]Silyl, Chlorobis(1-methylethyl)silane, Chlorodiisopropylsilane, Diisopropylsilyl chloride, Silane, chlorobis(1-methylethyl)-, Silane, chlorodiisopropyl-, Triisopropyl Chlorosilane
• CAS: 2227-29-4

Beschreibung

Specialty Silicon-Based Blocking Agent
Used as a protecting group for reactive hydrogens in alcohols, amines, thiols, and carboxylic acids. Organosilanes are hydrogen-like, can be introduced in high yield, and can be removed under selective conditions. They are stable over a wide range of reaction conditions and can be removed in the presence of other functional groups, including other protecting groups. The tolerance of silylated alcohols to chemical transformations summary is presented in Table 1 of the Silicon-Based Blocking Agents brochure.
Tri-substituted Silane Reducing Agent
Organosilanes are hydrocarbon-like and possess the ability to serve as both ionic and free-radical reducing agents. These reagents and their reaction by-products are safer and more easily handled and disposed than many other reducing agents. The metallic nature of silicon and its low electronegativity relative to hydrogen lead to polarization of the Si-H bond yielding a hydridic hydrogen and a milder reducing agent compared to aluminum-, boron-, and other metal-based hydrides. A summary of some key silane reductions are presented in Table 1 of the Silicon-Based Reducing Agents brochure.
Diisopropylchlorosilane; Chlorodiisopropylsilane; Chlorobis(1-methylethyl)silane
Silylates and reduces β-hydroxy ketones selectivelyReduces β-hydroxyketones stereoselectivelyUsed in a silylation-reduction-allylation sequence of β-hydroxy esters to homoallylic-substituted 1,3-diolsUsed in the silylation-hydrosilation-oxidation of allyl alcohols to 1,3-diolsReaction carried out in diastereoselective mannerPhotochemically removableReduces β-hydroxy ketones to anti-1,3 diolsUsed in the tethered reactions of unsaturated alcoholsUsed in the silicon-based cross-coupling of vinyl ethers with aryl iodidesExtensive review of silicon based reducing agents: Larson, G.; Fry, J. L. "Ionic and Organometallic-Catalyzed Organosilane Reductions", Wipf, P., Ed.; Wiley, 2007Summary of selective deprotection conditions is provided in Table 7 through Table 20 of the Silicon-Based Blocking Agents brochure

• Marke: Gelest

Chemische Eigenschaften

• Molekulargewicht: 150.72
• Formel: C₆H₁₅ClSi
• Reinheit: 97%
• Farbe/Form: Straw Amber Liquid