Triisopropylphosphine

Triisopropylphosphine
Names
	Preferred IUPAC name Tri(propan-2-yl)phosphane
	Other names Triisopropylphosphine; PiPr3; Pi-Pr3
Identifiers
CAS Number	6476-36-4 ;
3D model (JSmol)	Interactive image;
ChemSpider	73055 ;
ECHA InfoCard	100.026.667
PubChem CID	24863218;
UNII	MDE86CLL2B ;
CompTox Dashboard (EPA)	DTXSID80215074 ;
	InChI InChI=1S/C9H21P/c1-7(2)10(8(3)4)9(5)6/h7-9H,1-6H3 Key: IGNTWNVBGLNYDV-UHFFFAOYSA-N ; InChI=1/C9H21P/c1-7(2)10(8(3)4)9(5)6/h7-9H,1-6H3 Key: IGNTWNVBGLNYDV-UHFFFAOYAM;
	SMILES CC(C)P(C(C)C)C(C)C;
Properties
Chemical formula	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)
Solubility in water	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). verify (what is ?) Infobox references

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

^ 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.

[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.

[1]