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Triisopropylphosphine: Difference between revisions

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{{short description|Chemical compound}}
{{chembox
{{chembox
| Verifiedfields = changed
| verifiedrevid = 283004789
| Watchedfields = changed
| ImageFile = PiPr3.png
| verifiedrevid = 433837551
| ImageFile1 =
| ImageFileL1 = PiPr3.png
| IUPACName =
| ImageSizeL1 = 120
| ImageAltL1 = Skeletal formula
| ImageFileR1 = Triisopropylphosphine-from-xtal-3D-sf.png
| ImageSizeR1 = 120
| ImageAltR1 = Space-filling model
| PIN = Tri(propan-2-yl)phosphane
| 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>
| Section1 = {{Chembox Identifiers
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo =
| PubChem =
| CASNo = 6476-36-4
| UNII_Ref = {{fdacite|correct|FDA}}
| SMILES =
| InChI =
| UNII = MDE86CLL2B
| PubChem = 24863218
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 73055
| SMILES = CC(C)P(C(C)C)C(C)C
| InChI = 1/C9H21P/c1-7(2)10(8(3)4)9(5)6/h7-9H,1-6H3
| InChIKey = IGNTWNVBGLNYDV-UHFFFAOYAM
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C9H21P/c1-7(2)10(8(3)4)9(5)6/h7-9H,1-6H3
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = IGNTWNVBGLNYDV-UHFFFAOYSA-N
}}
}}
| Section2 = {{Chembox Properties
|Section2={{Chembox Properties
| Formula = C<sub>9</sub>H<sub>21</sub>P
| Formula = C<sub>9</sub>H<sub>21</sub>P
| MolarMass = 160.24 g mol<sup>-1</sup>
| MolarMass = 160.24 g mol<sup>−1</sup>
| Appearance = colourless liquid
| Appearance = colourless liquid
| Density = 0.839 g/mL
| Density = 0.839 g/mL
| MeltingPt =
| MeltingPt =
| BoilingPt = 81 °C (22 mm Hg)
| BoilingPtC = 81
| BoilingPt_notes = (22 mm Hg)
| Solubility = good in alkanes
| Solubility = good in alkanes
}}
| Section3 = {{Chembox Hazards
| MainHazards = spontaneously flammable
| FlashPt =
| Autoignition =
}}
}}
|Section3={{Chembox Hazards
| MainHazards = spontaneously flammable
| FlashPt =
| AutoignitionPt =
}}
}}
}}


'''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>


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.


==References==
==References==
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[[Category:Tertiary phosphines]]
[[Category:Tertiary phosphines]]
[[Category:Isopropyl compounds]]