Triphenylphosphine dichloride

Triphenylphosphine dichloride
	Structural formula
Ball-and-stick model	Space-filling model
Names
	Preferred IUPAC name Dichlorotri(phenyl)-λ5-phosphane
	Other names Dichlorotriphenylphosphorane
Identifiers
CAS Number	2526-64-9 ;
3D model (JSmol)	Interactive image;
ChemSpider	228579 ;
ECHA InfoCard	100.107.819
PubChem CID	260420;
UNII	6CL2293LZ3 ;
CompTox Dashboard (EPA)	DTXSID50293708 ;
	InChI InChI=1S/C18H15Cl2P/c19-21(20,16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H Key: ASWXNYNXAOQCCD-UHFFFAOYSA-N ;
	SMILES ClP(Cl)(c1ccccc1)(c1ccccc1)c1ccccc1;
Properties
Chemical formula	(C6H5)3PCl2
Molar mass	333.19 g·mol−1
Appearance	Colorless solid
Melting point	176 °C (349 °F; 449 K), 85-100 °C, 85 °C (decomposes)
Solubility in water	Reacts
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	May cause severe skin and eye injury and cancer. If the chemical is let to enter the drains, there is a risk of explosion.
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H228, H314, H350
Precautionary statements	P210, P240, P241, P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P405, P501
Related compounds
Related compounds	Phosphoranes; Triphenylphosphine; Phosphorus trichloride; Phosphorus pentachloride; Phosphorus halides; Tetraphenylphosphonium chloride;
	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

Triphenylphosphine dichloride is an organophosphorus compound with the chemical formula (C₆H₅)₃PCl₂, often abbreviated as Ph₃PCl₂, where Ph is phenyl. It is a chlorinating agent widely used in organic chemistry. Applications include the conversion of alcohols and ethers to alkyl chlorides, the cleavage of epoxides to vicinal dichlorides and the chlorination of carboxylic acids to acyl chlorides.^[2]

Synthesis