1,2-Bis(dichlorophosphino)ethane
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1,2-Bis(dichlorophosphino)ethane is an
organophosphorus compound Organophosphorus compounds are organic compounds containing phosphorus. They are used primarily in pest control as an alternative to chlorinated hydrocarbons that persist in the environment. Some organophosphorus compounds are highly effective in ...
with the formula (CH2PCl2)2. A colorless liquid, it is a precursor to chelating
diphosphine Diphosphane, or diphosphine, is an inorganic compound with the chemical formula P2H4. This colourless liquid is one of several binary phosphorus hydrides. It is the impurity that typically causes samples of phosphine to ignite in air. Propert ...
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 double bonds). Ethylene i ...
,
white phosphorus Elemental phosphorus can exist in several allotropes, the most common of which are white and red solids. Solid violet and black allotropes are also known. Gaseous phosphorus exists as diphosphorus and atomic phosphorus. White phosphorus White ...
, 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 a ...
: :3 C2H4 + 0.5 P4 + 4 PCl3 → 3 (CH2PCl2)2 The compound reacts with
Grignard reagent A Grignard reagent or Grignard compound is a chemical compound 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 bromide ...
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 l ...
.


Related compounds

* 1,2-Bis(dichlorophosphino)benzene


References

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