Triisopropylsilane
ALDRICH/233781 - 98%
Synonym: TIS; Triisopropylhydrosilane; Tris(1-
CAS Number: 6485-79-6
Empirical Formula (Hill Notation): C9H22Si
Molecular Weight: 158.36
MDL Number: MFCD00009657
Linear Formula: [(CH3)2CH]3SiH
Product Type: Chemical
| assay | 98% |
| bp | 84-86 °C/35 mmHg (lit.) |
| density | 0.773 g/mL at 25 °C (lit.) |
| form | liquid |
| InChI | 1S/C9H22Si/c1-7(2)10(8(3) |
| InChI key | YDJXDYKQMRNUSA-UHFFFAOYSA |
| Quality Level | 200  |
| reaction suitability | reagent type: reductant |
| refractive index | n |
| SMILES string | CC(C)[SiH](C(C)C)C(C)C |
| 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. |
| General description: | 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. |
| Symbol |  GHS02 |
| Signal word | Warning |
| Hazard statements | H226 |
| Precautionary statements | P210 - P233 - P240 - P241 - P242 - P243 |
| Hazard Codes | Xi |
| Risk Statements | 10-36/37/38 |
| Safety Statements | 26-36 |
| RIDADR | UN 1993C 3 / PGIII |
| WGK Germany | WGK 3 |
| Flash Point(F) | 100.4 °F - closed cup |
| Flash Point(C) | 38 °C - closed cup |
| Purity | 98% |
| bp | 84-86 °C/35 mmHg (lit.) |
| Density | 0.773 g/mL at 25 °C (lit.) |
| Refractive Index | n |
| UNSPSC | 12352103 |