TRIISOPROPYLSILANE, 97%

CAS: 6485-79-6

Ref. 3H-SIT8385.0

Product Information

• Name: TRIISOPROPYLSILANE, 97%
• Brand: Gelest
• Description: Trialkylsilyl Blocking AgentUsed 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 AgentOrganosilanes 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.Triisopropylsilane; Triisopropylsilylhydride; TIPS-HSilylates strong acids with loss of hydrogenSilylates 1° alcohols selectivelySteric bulk allows for selective silylation of compounds with more than one hydroxyl groupSummary of selective deprotection conditions is provided in Table 7 through Table 20 of the Silicon-Based Blocking Agents brochureVery sterically-hindered silaneBlocking agent forming derivatives stable in presence of Grignard reagentsSelectively silylates primary alcohols in presence of secondary alcoholsUsed as a cation scavenger in the deprotection of peptidesExtensive review of silicon based reducing agents: Larson, G.; Fry, J. L. "Ionic and Organometallic-Catalyzed Organosilane Reductions", Wipf, P., Ed.; Wiley, 2007

Chemical properties

• Molecular weight: 158.36
• Formula: C₉H₂₂Si
• Purity: 97%
• Color/Form: Liquid