Methyldiphenylphosphine

Methyldiphenylphosphine is the organophosphine with the formula CH₃(C₆H₅)₂P, often abbreviated PMePh₂. It is a colorless, viscous liquid. It is a member of series (CH₃)_3-n(C₆H₅)₂P that also includes n = 0, n = 1, and n = 3 that are often employed as ligands in metal phosphine complexes.

Methyldiphenylphosphine

Names
Other names Diphenylmethylphosphine Methyldiphenylphosphane
Identifiers
CAS Number	1486-28-8
3D model (JSmol)	Interactive image
Beilstein Reference	743075
ChemSpider	66513
ECHA InfoCard	100.014.605
EC Number	216-065-5
PubChem CID	73879
UNII	RYN4FS3JEN
CompTox Dashboard (EPA)	DTXSID30164028
InChI InChI=1S/C13H13P/c1-14(12-8-4-2-5-9-12)13-10-6-3-7-11-13/h2-11H,1H3 Key: UJNZOIKQAUQOCN-UHFFFAOYSA-N
SMILES CP(C1=CC=CC=C1)C2=CC=CC=C2
Properties
Chemical formula	C13H13P
Molar mass	200.221 g·mol−1
Appearance	colorless liquid
Density	1.0779
Melting point	117–118 °C (243–244 °F; 390–391 K)
Boiling point	284 °C (543 °F; 557 K)
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H315, H319, H335
Precautionary statements	P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501
Related compounds
Related compounds	Phenyldimethylphosphine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Methyldiphenylphosphine is prepared by reaction of chlorodiphenylphosphine with methyl Grignard reagent:

Cl(C₆H₅)₂P + CH₃MgBr → CH₃(C₆H₅)₂P + MgBrCl

Selected derivatives:

• The phosphine oxide OPMePh₂, prepared by treatment with hydrogen peroxide.^[1]
• The coordination complex MoH₄(PMePh₂)₄, prepared by treatment of MoCl₄(PMePh₂)₂ with sodium borohydride in the presence of excess ligand.^[2]
• The coordination complex CoCl₂(PMePh₂)₂, prepared by treating cobalt(II) chloride with the phosphine.^[3]
• The phosphine-borane H₃BPMePh₂ prepared by treating the phosphine with borane.^[4]