Dichlorophenylphosphine

Dichlorophenylphosphine

Structural formula
Ball-and-stick model
Names
Preferred IUPAC name Phenylphosphonous dichloride
Other names Dichlorophenylphosphane Phenylphosphorus dichloride
Identifiers
CAS Number	644-97-3 Y
ChemSpider	12053 Y
Jmol 3D model	Interactive image
PubChem	12573
RTECS number	TB2478000
InChI InChI=1S/C6H5Cl2P/c7-9(8)6-4-2-1-3-5-6/h1-5H Y Key: IMDXZWRLUZPMDH-UHFFFAOYSA-N Y InChI=1/C6H5Cl2P/c7-9(8)6-4-2-1-3-5-6/h1-5H Key: IMDXZWRLUZPMDH-UHFFFAOYAO
SMILES ClP(Cl)c1ccccc1
Properties
Chemical formula	C6H5Cl2P
Molar mass	178.98 g·mol−1
Appearance	colorless liquid
Odor	acrid, pungent
Density	1.3190 g/mL
Melting point	−51 °C (−60 °F; 222 K)
Boiling point	222 °C (432 °F; 495 K)
Solubility in water	insoluble
Solubility	miscible in benzene, CS2, chloroform
Refractive index (nD)	1.6030
Vapor pressure	{{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Dichlorophenylphosphine is an organophosphorus compound with the formula C₆H₅PCl₂. This colourless viscous liquid is commonly used in the synthesis of phosphine ligands.

Dichlorophenylphosphine is commercially available. It may be prepared by an electrophilic substitution of benzene by phosphorus trichloride, catalyzed by aluminium chloride. The compound is an intermediate for the synthesis of other chemicals for instance dimethylphenylphosphine:

C₆H₅PCl₂ + 2 CH₃MgI → C₆H₅P(CH₃)₂ + 2 MgICl

Dichlorophenylphosphine undergoes the McCormack reaction upon treatment with dienes to give phospholes.