1,2-Bis(dichlorophosphino)ethane
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1,2-Bis(dichlorophosphino)ethane is an
organophosphorus compound Organophosphorus chemistry is the scientific study of the synthesis and properties of organophosphorus compounds, which are organic compounds containing phosphorus. They are used primarily in pest control as an alternative to chlorinated hydrocarbo ...
with the formula (CH2PCl2)2. This colorless liquid is a precursor to chelating
diphosphine Diphosphane, or diphosphine, is an inorganic compound with the chemical formula . This colourless liquid is one of several binary phosphorus hydrides. It is the impurity that typically causes samples of phosphine to ignite in air. Properties, ...
s.


Synthesis and reactions

It is prepared by the reaction of
ethylene Ethylene (IUPAC name: ethene) is a hydrocarbon which has the formula or . It is a colourless, flammable gas with a faint "sweet and musky" odour when pure. It is the simplest alkene (a hydrocarbon with carbon–carbon bond, carbon–carbon doub ...
,
white phosphorus White phosphorus, yellow phosphorus, or simply tetraphosphorus (P4) is an allotrope of phosphorus. It is a translucent waxy solid that quickly yellows in light (due to its photochemical conversion into red phosphorus), and impure white phospho ...
, and
phosphorus trichloride Phosphorus trichloride is an inorganic compound with the chemical formula PCl3. A colorless liquid when pure, it is an important industrial chemical, being used for the manufacture of phosphites and other organophosphorus compounds. It is toxic ...
: :3 C2H4 + 0.5 P4 + 4 PCl3 → 3 (CH2PCl2)2 The compound reacts with
Grignard reagent Grignard reagents or Grignard compounds are chemical compounds with the general formula , where X is a halogen and R is an organic group, normally an alkyl or aryl. Two typical examples are methylmagnesium chloride and phenylmagnesium bromi ...
s and secondary amines to give chelating ligands. An often practiced use of this compound is the synthesis of
1,2-bis(dimethylphosphino)ethane 1,2-Bis(dimethylphosphino)ethane (dmpe) is a diphosphine ligand in coordination chemistry. It is a colorless, air-sensitive liquid that is soluble in organic solvents. With the formula (CHPMe), dmpe is used as a compact strongly basic spectator ...
.


Related compounds

* 1,2-Bis(dichlorophosphino)benzene


References

{{DEFAULTSORT:Bis(dichlorophosphino)ethane, 1,2- Phosphines 1,2-Ethanediyl compounds