1,2-Bis(dichlorophosphino)benzene

1,2-Bis(dichlorophosphino)benzene is an organophosphorus compound with the formula C₆H₄(PCl₂)₂. This viscous colorless liquid is a precursor to chelating diphosphines of the type C₆H₄(PR₂)₂.^[1] It is prepared from 1,2-dibromobenzene by sequential lithiation followed by treatment with (Et₂N)₂PCl (Et = ethyl), which affords C₆H₄[P(NEt₂)₂]₂. This species is finally cleaved with hydrogen chloride:^[2]

C₆H₄[P(NEt₂)₂]₂ + 8 HCl → C₆H₄(PCl₂)₂ + 4 Et₂NH₂Cl

1,2-Bis(dichlorophosphino)benzene

Names
Preferred IUPAC name (1,2-Phenylene)bis(phosphonous dichloride)
Identifiers
CAS Number	82495-67-8
3D model (JSmol)	Interactive image
ChemSpider	2564296
PubChem CID	3316562
UNII	P6AM9992RB Y
CompTox Dashboard (EPA)	DTXSID10391390
InChI InChI=1S/C6H4Cl4P2/c7-11(8)5-3-1-2-4-6(5)12(9)10/h1-4H Key: IGYHSFVSIYJSML-UHFFFAOYSA-N
SMILES C1=CC=C(C(=C1)P(Cl)Cl)P(Cl)Cl
Properties
Chemical formula	C6H4Cl4P2
Molar mass	279.85 g·mol−1
Appearance	colorless liquid
Boiling point	97–99 °C (207–210 °F; 370–372 K) 0.001 torr
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H314
Precautionary statements	P260, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Related compounds

• 1,2-Bis(dichlorophosphino)ethane