Triisopropylsilane

{{Chembox

| ImageFile = Triisopropylsilane.svg

| ImageSize =

| ImageAlt =

| PIN = Tri(propan-2-yl)silane

| 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 =

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| Section3 = {{Chembox Hazards

| MainHazards =

| FlashPt = 35 °C

| 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}}

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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.{{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|journal=Tetrahedron Letters|volume=30|issue=21|pages=2739–2742|doi=10.1016/s0040-4039(00)99113-5|year=1989}} Silanes may be preferred as scavengers in place of sulfur-based scavengers.

References