233781

Triisopropylsilane

98%

• Synonym(s): TIS, Triisopropylhydrosilane, Tris(1-methylethyl)silane
• Linear Formula: [(CH₃)₂CH]₃SiH
• CAS Number: 6485-79-6
• Molecular Weight: 158.36
• Beilstein: 1733718
• MDL number: MFCD00009657
• PubChem Substance ID: 24854011
• EC Index Number: 464-880-1
• NACRES: NA.22

Properties

• Quality Level: 200
• Assay: 98%
• form: liquid
• reaction suitability: reagent type: reductant
• refractive index: n20/D 1.434 (lit.)
• bp: 84-86 °C/35 mmHg (lit.)
• density: 0.773 g/mL at 25 °C (lit.)
• SMILES string: 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
• InChI key: YDJXDYKQMRNUSA-UHFFFAOYSA-N

Description

General description

Triisopropylsilane is an organosilicon compound that is used as a mild reducing agent in organic synthesis. Additionally, it is also used as a cation scavenger in the synthesis of peptides to remove amino acid protective groups.

Application

Triisopropylsilane can be used as a reducing agent:      

• 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.

Safety Information

• Pictograms: GHS02
• Signal Word: Warning
• Hazard Statements: H226
• Precautionary Statements: P210 - P233 - P240 - P241 - P242 - P243
• Hazard Classifications: Flam. Liq. 3
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point(F): 100.4 °F - closed cup
• Flash Point(C): 38 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves