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词条 Triisopropylsilane
释义

  1. References

{{Chembox
| ImageFile = Triisopropylsilane.svg
| ImageSize =
| ImageAlt =
| IUPACName =
| OtherNames = TIS or TIPS
| Section1 = {{Chembox Identifiers
| CASNo = 6485-79-6
| PubChem = 6327611
| ChemSpiderID = 122362
| EC_number = 464-880-1
| StdInChI=1S/C9H21Si/c1-7(2)10(8(3)4)9(5)6/h7-9H,1-6H3
| StdInChIKey = ZGYICYBLPGRURT-UHFFFAOYSA-N
| SMILES = CC(C)[Si](C(C)C)C(C)C
| Section2 = {{Chembox Properties
| C=9|H=22|Si=1
| Appearance =
| Density = 0.773 g/mL
| MeltingPt =
| BoilingPtC = 166
| Solubility =
| Section3 = {{Chembox Hazards
| MainHazards =
| FlashPt = 35C
| AutoignitionPt =
| GHSPictograms = {{GHS02}}{{GHS07}}
| GHSSignalWord = Warning
| HPhrases = {{H-phrases|226|315|317|319|335}}
| PPhrases = {{P-phrases|210|233|240|241|242|243|261|264|271|272|280|302+352|303+361+353|304+340|305+351+338|312|321|332+313|333+313|337+313|362|363|370+378|403+233|403+235|405|501}}
}}

Triisopropyl silane (TIPS) is a 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

1. ^{{Cite journal|last=Pearson|first=Daniel A.|last2=Blanchette|first2=Mary|last3=Baker|first3=Mary Lou|last4=Guindon|first4=Cathy A.|title=Trialkylsilanes as scavengers for the trifluoroacetic acid deblocking of protecting groups in peptide synthesis|url=http://linkinghub.elsevier.com/retrieve/pii/S0040403900991135|journal=Tetrahedron Letters|volume=30|issue=21|pages=2739–2742|doi=10.1016/s0040-4039(00)99113-5|year=1989}}

3 : Reducing agents|Silanes|Isopropyl compounds

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