Triisopropylphosphine: Difference between revisions
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{{short description|Chemical compound}} |
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{{chembox |
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| IUPACName = |
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| ImageSizeL1 = 120 |
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| ImageAltL1 = Skeletal formula |
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| ImageFileR1 = Triisopropylphosphine-from-xtal-3D-sf.png |
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| ImageSizeR1 = 120 |
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| ImageAltR1 = Space-filling model |
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| PIN = Tri(propan-2-yl)phosphane |
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| OtherNames = Triisopropylphosphine<br> P<sup>i</sup>Pr<sub>3</sub><br>Pi-Pr<sub>3</sub> |
| OtherNames = Triisopropylphosphine<br> P<sup>i</sup>Pr<sub>3</sub><br>Pi-Pr<sub>3</sub> |
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|Section1={{Chembox Identifiers |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = 6476-36-4 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| SMILES = |
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| UNII = MDE86CLL2B |
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| PubChem = 24863218 |
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| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} |
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| ChemSpiderID = 73055 |
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| SMILES = CC(C)P(C(C)C)C(C)C |
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| InChI = 1/C9H21P/c1-7(2)10(8(3)4)9(5)6/h7-9H,1-6H3 |
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| InChIKey = IGNTWNVBGLNYDV-UHFFFAOYAM |
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| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChI = 1S/C9H21P/c1-7(2)10(8(3)4)9(5)6/h7-9H,1-6H3 |
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| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChIKey = IGNTWNVBGLNYDV-UHFFFAOYSA-N |
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|Section2={{Chembox Properties |
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| Formula = C<sub>9</sub>H<sub>21</sub>P |
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| MolarMass = 160.24 g mol<sup>−1</sup> |
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| Appearance = colourless liquid |
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| Density = 0.839 g/mL |
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| MeltingPt = |
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| BoilingPtC = 81 |
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| BoilingPt_notes = (22 mm Hg) |
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| Solubility = good in alkanes |
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'''Triisopropylphosphine''' is the [[Phosphine#Phosphines|tertiary phosphine]] with the formula P([[isopropyl|CH(CH<sub>3</sub>)<sub>2</sub>]])<sub>3</sub>. Commonly used as a [[ligand]] in [[organometallic chemistry]], it is often abbreviated to Pi-Pr<sub>3</sub> or P<sup>i</sup>Pr<sub>3</sub>. This [[ligand]] is one of the most basic alkyl phosphines with a large [[ligand cone angle]] of 160.<ref>{{cite journal | author = C. A. Tolman | title = Steric Effects of Phosphorus Ligands in Organometallic Chemistry and Homogeneous Catalysis | year = 1977 | journal = [[Chem. Rev.]] | volume = 77 | issue = 4 | pages = 313–348 | doi = 10.1021/cr60307a002}}</ref> |
'''Triisopropylphosphine''' is the [[Phosphine#Phosphines|tertiary phosphine]] with the formula P([[isopropyl|CH(CH<sub>3</sub>)<sub>2</sub>]])<sub>3</sub>. Commonly used as a [[ligand]] in [[organometallic chemistry]], it is often abbreviated to Pi-Pr<sub>3</sub> or P<sup>i</sup>Pr<sub>3</sub>. This [[ligand]] is one of the most basic alkyl phosphines with a large [[ligand cone angle]] of 160.<ref>{{cite journal | author = C. A. Tolman | title = Steric Effects of Phosphorus Ligands in Organometallic Chemistry and Homogeneous Catalysis | year = 1977 | journal = [[Chem. Rev.]] | volume = 77 | issue = 4 | pages = 313–348 | doi = 10.1021/cr60307a002}}</ref> |
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Pi-Pr<sub>3</sub> is similar to the more frequently used [[tricyclohexylphosphine]]. The triisopropyl derivative however, is a liquid at room temperature and more soluble in hydrocarbons. |
Pi-Pr<sub>3</sub> is similar to the more frequently used [[tricyclohexylphosphine]]. The triisopropyl derivative however, is a liquid at room temperature and more soluble in hydrocarbons. |
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==References== |
==References== |
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[[Category:Tertiary phosphines]] |
[[Category:Tertiary phosphines]] |
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[[Category:Isopropyl compounds]] |