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Dicyclohexylchlorophosphine

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Dicyclohexylchlorophosphine Basic information

Product Name:
Dicyclohexylchlorophosphine
Synonyms:
  • Chlorodicyclohexylphosphine ,96%
  • Chlorodicyclohexylphosphine, 97% 5GR
  • 98% (C6H11)2PCl
  • chlorodicyclohexylphosphane
  • Phosphinous chloride, P,P-dicyclohexyl-
  • Chlorodicyclohexylphosphine 97%
  • Chlorodicyclohexylphosphine Synonyms Dicyclohexylchlorophosphine
  • Dicyclohexylphosphine chloride
CAS:
16523-54-9
MF:
C12H22ClP
MW:
232.73
Product Categories:
  • organophosphine halide
  • Achiral Phosphine
  • Catalysis and Inorganic Chemistry
  • Phosphorus Compounds
  • Alkyl Phosphine
  • P-Cl
  • Chlorophosphines
  • Phosphines
  • Phosphorus Precursors
Mol File:
16523-54-9.mol
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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.)
Flash point:
>230 °F
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
Liquid
Specific Gravity
1.054
color 
Colorless to pale yellow
Water Solubility 
reacts violently
Sensitive 
Air & Moisture Sensitive
InChI
InChI=1S/C12H22ClP/c13-14(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h11-12H,1-10H2
InChIKey
AKJFBIZAEPTXIL-UHFFFAOYSA-N
SMILES
P(C1CCCCC1)(C1CCCCC1)Cl
CAS DataBase Reference
16523-54-9(CAS DataBase Reference)
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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

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Dicyclohexylchlorophosphine Usage And Synthesis

Chemical Properties

clear colorless liquid

Uses

Dicyclohexylchlorophosphine is used as pharmaceutical intermediate. It is also used in the synthesis of various phosphines.

Uses

Chlorodicyclohexylphosphine 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.

Application

Chlorodicyclohexylphosphine 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.

Precautions

Store 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 Products

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