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Tricyclohexyl phosphine

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Tricyclohexyl phosphine Basic information
Tricyclohexyl phosphine Chemical Properties
  • Melting point:81-83 °C(lit.)
  • Boiling point:110°C
  • Density 0.909 g/mL at 25 °C
  • Flash point:48 °F
  • storage temp. −20°C
  • form Solution
  • color White to off-white
  • Specific Gravity0.9
  • Water Solubility Soluble in most organic solvents. Insoluble in water.
  • Sensitive Air Sensitive
  • Hydrolytic Sensitivity8: reacts rapidly with moisture, water, protic solvents
  • BRN 957171
  • InChIKeyWLPUWLXVBWGYMZ-UHFFFAOYSA-N
  • CAS DataBase Reference2622-14-2(CAS DataBase Reference)
  • NIST Chemistry ReferencePhosphine, tricyclohexyl-(2622-14-2)
  • EPA Substance Registry SystemPhosphine, tricyclohexyl- (2622-14-2)
Safety Information
MSDS
Tricyclohexyl phosphine Usage And Synthesis
  • Chemical Propertiesclear colorless to pale yellow solution
  • Uses
    1. Tricyclohexyl Phosphine is a ligand catalyst used primarily in organometallic chemistry.
    2. Ligand used in the Pd-catalyzed coupling of malononitrile with aryl halides.
    3. suzuki reaction: Bulky phosphine ligand used with a Pd(0)-triolefinic macrocycle catalyst for Suzuki coupling of aryl bromides and chlorides.
    4. This ligand is applied with Ni as a key intermediate in the formation of cylcopentane compounds.
    5. As a reagent, Tricyclohexylphosphine is used for a range of metal-catalyzed organic transformations.
    6. Crabtree's catalyst is an organoiridium compound containing tricyclohexyl phosphine used for hydrogenation of mono-, di-, tri-, and tetra- substituted substrates and hydrogen transfer reactions.
    7. Grubbs' catalysts consists of transition metal ruthenium and tricylohexyl phosphine utilized in olefin metathesis in synthetic organic chemistry.
  • Purification MethodsIt recrystallises from EtOH [Boert et al. J Am Chem Soc 109 7781 1987]. [Beilstein 16 IV 947.]
Tricyclohexyl phosphine Preparation Products And Raw materials
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