Chlorodiisopropylphosphine 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
CH3)2CHsub>2PCl. It is a colorless liquid that reacts with water and oxygen. The compound is used to prepare tertiary phosphines and phosphinite ligands.
Synthesis and reactions
The compound is prepared by treating
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 ...
with the
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 ...
isopropylmagnesium chloride:
:PCl
3 + 2 (CH
3)
2CHMgCl →
CH3)2CHsub>2PCl + 2 MgCl
2
Relative to the reaction of less hindered Grignard reagents with PCl
3, this reaction affords a superior yield of the monochloro derivative.
Chlorodiisopropylphosphine 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 organolithium compounds to give phosphines:
:
CH3)2CHsub>2PCl + RM →
CH3)2CHsub>2PR + MCl
Chlorodiisopropylphosphine reacts with alcohols and phenols to give
phosphinite
In organic chemistry, phosphinites are organophosphorus compounds with the formula . They are used as ligands in homogeneous catalysis and coordination chemistry.
Preparation
Phosphinites are prepared by alcoholysis of organophosphinous chlori ...
s, this reaction typically is conducted in the presence of a base:
:
CH3)2CHsub>2PCl + ROH →
CH3)2CHsub>2POR + HCl
Phosphinite
In organic chemistry, phosphinites are organophosphorus compounds with the formula . They are used as ligands in homogeneous catalysis and coordination chemistry.
Preparation
Phosphinites are prepared by alcoholysis of organophosphinous chlori ...
s are versatile
ligands.
[for example: Pandarus, V., Zargarian, D., "New Pincer-Type Diphosphinito (POCOP) Complexes of Nickel", Organometallics 2007, volume 26, 4321. ]
References
{{reflist
Phosphines
Isopropyl compounds