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Triisopropylphosphine

From Wikipedia, the free encyclopedia
Triisopropylphosphine
Skeletal formula
Space-filling model
Names
Preferred IUPAC name
Tri(propan-2-yl)phosphane
Other names
Triisopropylphosphine
PiPr3
Pi-Pr3
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.026.667 Edit this at Wikidata
UNII
  • InChI=1S/C9H21P/c1-7(2)10(8(3)4)9(5)6/h7-9H,1-6H3 ☒N
    Key: IGNTWNVBGLNYDV-UHFFFAOYSA-N ☒N
  • InChI=1/C9H21P/c1-7(2)10(8(3)4)9(5)6/h7-9H,1-6H3
    Key: IGNTWNVBGLNYDV-UHFFFAOYAM
  • CC(C)P(C(C)C)C(C)C
Properties
C9H21P
Molar mass 160.24 g mol−1
Appearance colourless liquid
Density 0.839 g/mL
Boiling point 81 °C (178 °F; 354 K) (22 mm Hg)
good in alkanes
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
spontaneously flammable
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Triisopropylphosphine is the tertiary phosphine with the formula P(CH(CH3)2)3. Commonly used as a ligand in organometallic chemistry, it is often abbreviated to Pi-Pr3 or PiPr3. This ligand is one of the most basic alkyl phosphines with a large ligand cone angle of 160.[1]

Pi-Pr3 is similar to the more frequently used tricyclohexylphosphine. The triisopropyl derivative however, is a liquid at room temperature and more soluble in hydrocarbons.

References

[edit]
  1. ^ C. A. Tolman (1977). "Steric Effects of Phosphorus Ligands in Organometallic Chemistry and Homogeneous Catalysis". Chem. Rev. 77 (4): 313–348. doi:10.1021/cr60307a002.