Triisopropylsilane
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| Names | |
|---|---|
| Preferred IUPAC name Tri(propan-2-yl)silane | |
| Other names TIS or TIPS | |
| Identifiers | |
3D model (JSmol) | |
| ChemSpider | |
| ECHA InfoCard | 100.104.805 |
| EC Number |
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PubChem CID | |
CompTox Dashboard (EPA) | |
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| Properties | |
| C9H22Si | |
| Molar mass | 158.360 g·mol−1 |
| Density | 0.773 g/mL |
| Boiling point | 166 °C (331 °F; 439 K) |
| Hazards | |
| GHS labelling: | |
  | |
| Warning | |
| H226, H315, H317, H319, H335 | |
| P210, P233, P240, P241, P242, P243, P261, P264, P271, P272, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P312, P321, P332+P313, P333+P313, P337+P313, P362, P363, P370+P378, P403+P233, P403+P235, P405, P501 | |
| Flash point | 35 °C |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Triisopropyl silane (TIPS) is an organosilicon compound with the formula (i-Pr)3SiH (i-Pr = isopropyl). This colorless liquid is used as a scavenger in peptide synthesis. It can also act as a mild reducing agent.
In peptide synthesis, TIPS is used as a scavenger for peptide groups being removed from the peptide sequence at the global deprotection. TIPS is able to scavenge carbocations formed in the deprotection of a peptide as it can act as a hydride donor in acidic conditions.[1] Silanes may be preferred as scavengers in place of sulfur-based scavengers.
References
[edit]- ^ Pearson, Daniel A.; Blanchette, Mary; Baker, Mary Lou; Guindon, Cathy A. (1989). "Trialkylsilanes as scavengers for the trifluoroacetic acid deblocking of protecting groups in peptide synthesis". Tetrahedron Letters. 30 (21): 2739–2742. doi:10.1016/s0040-4039(00)99113-5.