233781

Triisopropylsilane

98%

• Sinônimo(s): TIS, Triisopropylhydrosilane, Tris(1-methylethyl)silane
• Fórmula linear: [(CH₃)₂CH]₃SiH
• Número CAS: 6485-79-6
• Peso molecular: 158.36
• Beilstein: 1733718
• Número MDL: MFCD00009657
• Código UNSPSC: 12352103
• ID de substância PubChem: 24854011
• Número do índice EC: 464-880-1
• NACRES: NA.22

Propriedades

• Nível de qualidade: 200
• Ensaio: 98%
• forma: liquid
• adequação da reação: reagent type: reductant
• índice de refração: n20/D 1.434 (lit.)
• pb: 84-86 °C/35 mmHg (lit.)
• densidade: 0.773 g/mL at 25 °C (lit.)
• cadeia de caracteres SMILES: CC(C)[SiH](C(C)C)C(C)C
• InChI: 1S/C9H22Si/c1-7(2)10(8(3)4)9(5)6/h7-10H,1-6H3
• chave InChI: YDJXDYKQMRNUSA-UHFFFAOYSA-N

Descrição

Descrição geral

Triisopropylsilane (TIPS) is an organosilicon compound used as a reducing agent in organic synthesis due to its relatively low toxicity, ease of handling, and its ability to selectively reduce various functional groups. It is used in the presence of a Lewis acid such as titanium (IV) chloride to selectively reduce ketones and aldehydes to their corresponding alkanes and selective reduction of epoxides to the corresponding alcohols.

Aplicação

Triisopropylsilane can be used as a reducing agent:

• To synthesize 4-pyrrole phenylacyl peptide during solid-phase peptide synthesis.
• In transition metal complex-catalyzed reaction of amides with hydrosilanes.
• For the selective reduction of C-arylglucosides into β-C-aryl glucosides.
• To facilitate the cleavage of acetamidomethyl (Acm), 4-methoxybenzyl (Mob), and tert-butyl (But) protecting groups from cysteine (Cys) residues in the presence of trifluoroacetic acid.
• For the reduction of amides to corresponding amines in the presence of transition-metal catalysts.

Informações de segurança

• Pictogramas: GHS02
• Palavra indicadora: Warning
• Frases de perigo: H226
• Declarações de precaução: P210 - P233 - P240 - P241 - P242 - P243
• Classificações de perigo: Flam. Liq. 3
• Código de classe de armazenamento: 3 - Flammable liquids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): 100.4 °F - closed cup
• Ponto de fulgor (°C): 38 °C - closed cup
• Equipamento de proteção individual: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter