233781

Triisopropylsilane

98%

• Synonyme(s) : TIS, Triisopropylhydrosilane, Tris(1-methylethyl)silane
• Formule linéaire : [(CH₃)₂CH]₃SiH
• Numéro CAS: 6485-79-6
• Poids moléculaire : 158.36
• Numéro Beilstein : 1733718
• Numéro MDL: MFCD00009657
• Code UNSPSC : 12352103
• ID de substance PubChem : 24854011
• Numéro de classement CE : 464-880-1
• Nomenclature NACRES : NA.22

Propriétés

• Niveau de qualité: 200
• Pureté: 98%
• Forme: liquid
• Pertinence de la réaction: reagent type: reductant
• Indice de réfraction: n20/D 1.434 (lit.)
• Point d'ébullition: 84-86 °C/35 mmHg (lit.)
• Densité: 0.773 g/mL at 25 °C (lit.)
• Chaîne 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
• Clé InChI: YDJXDYKQMRNUSA-UHFFFAOYSA-N

Description

Description générale

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.

Application

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.

Informations sur la sécurité

• Pictogrammes: GHS02
• Mention d'avertissement: Warning
• Mentions de danger: H226
• Conseils de prudence: P210 - P233 - P240 - P241 - P242 - P243
• Classification des risques: Flam. Liq. 3
• Code de la classe de stockage: 3 - Flammable liquids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): 100.4 °F - closed cup
• Point d'éclair (°C): 38 °C - closed cup
• Équipement de protection individuelle: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter