Dicyclohexylchlorophosphine

Dicyclohexylchlorophosphine Basic information
Product Name:Dicyclohexylchlorophosphine
Synonyms:Chlorodicyclohexylphosphine ,96%;Chlorodicyclohexylphosphine, 97% 5GR;98% (C6H11)2PCl;Phosphinous chloride, P,P-dicyclohexyl-;Chlorodicyclohexylphosphine 97%;Chlorodicyclohexylphosphine Synonyms Dicyclohexylchlorophosphine;Dicyclohexylphosphine chloride;DICYCLOHEXYLPHOSPHINOUS CHLORIDE
CAS:16523-54-9
MF:C12H22ClP
MW:232.73
EINECS:
Product Categories:organophosphine halide;Achiral Phosphine;Alkyl Phosphine;P-Cl;Catalysis and Inorganic Chemistry;Phosphorus Compounds;Phosphorus Precursors;Chlorophosphines;Phosphines
Mol File:16523-54-9.mol
Dicyclohexylchlorophosphine Structure
Dicyclohexylchlorophosphine Chemical Properties
Melting point 126-128 °C
Boiling point 165 °C/12 mmHg (lit.)
density 1.054 g/mL at 25 °C (lit.)
refractive index n20/D 1.533(lit.)
Fp >230 °F
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
form Liquid
Specific Gravity1.054
color Colorless to pale yellow
Water Solubility reacts violently
Sensitive Air & Moisture Sensitive
InChIKeyAKJFBIZAEPTXIL-UHFFFAOYSA-N
CAS DataBase Reference16523-54-9(CAS DataBase Reference)
Safety Information
Hazard Codes C
Risk Statements 14-34
Safety Statements 26-27-36/37/39-45-8
RIDADR UN 3265 8/PG 2
WGK Germany 3
TSCA No
HazardClass 8
PackingGroup II
HS Code 29319090
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
Dicyclohexylchlorophosphine Usage And Synthesis
Chemical Propertiesclear colorless liquid
UsesChlorodicyclohexylphosphine can be used as a reactant in the synthesis of:
  • 1,2-Bis(dicyclohexylphosphinoxy)ethane ligand by reacting with ethylene glycol in the presence of triethylamine via Michaelis?Arbuzov type rearrangements.
  • 1,1,2,2-tetracyclohexyldiphosphine monosulfide ligand by treating with LiS.

It can be also used as a starting material for the preparation of some other ligands such as dicyclohexylphosphine oxide , phosphino substituted N-aryl pyrroles , di-tert-butyl((dicyclohexylphosphino)methyl)phosphine , dicyclohexylcyclopentylphosphine. These ligands are used in Pd-catalyzed cross-coupling reactions.
UsesDicyclohexylchlorophosphine is used as pharmaceutical intermediate. It is also used in the synthesis of various phosphines.
ApplicationChlorodicyclohexylphosphine can be used as a reactant in the synthesis of:
1,2-Bis(dicyclohexylphosphinoxy)ethane ligand by reacting with ethylene glycol in the presence of triethylamine via Michaelis?Arbuzov type rearrangements.
1,1,2,2-tetracyclohexyldiphosphine monosulfide ligand by treating with LiS.
It can be also used as a starting material for the preparation of some other ligands such as dicyclohexylphosphine oxide , phosphino substituted N-aryl pyrroles , di-tert-butyl((dicyclohexylphosphino)methyl)phosphine , dicyclohexylcyclopentylphosphine. These ligands are used in Pd-catalyzed cross-coupling reactions.
PrecautionsStore in cool, dry conditions in well sealed containers. Protect from humidity and water. Store under dry inert gas. It is sensitive to air and moisture. Incompatible with strong oxidizing agents.
Dicyclohexylchlorophosphine Preparation Products And Raw materials
Preparation ProductsX-PHOS-->2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl-->2-Dicyclohexylphosphino-2',6'-bis(diMethylaMino)-1,1'-biphenyl, Min. 98% Cphos-->1,2-BIS(DICYCLOHEXYLPHOSPHINO)ETHANE-->Tricyclohexyl phosphine-->Dicyclohexylphosphine oxide-->2-(Dicyclohexylphosphino)-2'-methoxybiphenyl-->T-BUTYLDICYCLOHEXYLPHOSPHINE-->Phosphine, dicyclohexyl[2-(9-phenanthrenyl)phenyl]--->2-DICYCLOHEXYLPHOSPHINO-2',6'-DIISOPROPOXYBIPHENYL-->2-(Dicyclohexylphosphino)-1-(2-methoxyphenyl)-1H-Imidazole-->2-(Dicyclohexylphosphino)-2'-methylbiphenyl-->2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl
Tungstic acid Dicyclohexylphenylphosphine DICHLOROBIS(CHLORODICYCLOHEXYLPHOSPHINE) PALLADIUM (II) CYCLOHEXYLPHOSPHINE Tris(triphenylphosphine)rhodiu Benzyltriethylammonium chloride DICYCLOHEXYLPHOSPHINE Dicyclohexylchlorophosphine DICYCLOHEXYLPHOSPHINYL CHLORIDE DICHLORO(CHLORODICYCLOHEXYLPHOSPHINE) PALLADIUM (II) DIMER Benzyltrimethylammonium chloride Didecyl dimethyl ammonium chloride ISOPROPYLMAGNESIUM CHLORIDE Trimethylamine hydrochloride Tetramethylammonium chloride DI-1-ADAMANTYLPHOSPHINIC CHLORIDE Tricyclohexyl phosphine Dicyclohexylcarbodiimide

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