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Chlorodicyclohexylphosphine

ALDRICH/481408 - 97%

Synonym: Dicyclohexylchlorophosphine; Dicyclohexylphosphine chloride; Dicyclohexylphosphinous chloride

CAS Number: 16523-54-9
Empirical Formula (Hill Notation): C12H22ClP
Molecular Weight: 232.73
MDL Number: MFCD00014294
Linear Formula: (C6H11)2PCl
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-481408-1G 1 g
 $86.10
1/EA		 Add To Favorites
45-481408-5G 5 g
 $292.00
1/EA		 Add To Favorites

 

assay 97%
bp 165 °C/12 mmHg (lit.)
density 1.054 g/mL at 25 °C (lit.)
functional group phosphine
InChI 1S/C12H22ClP/c13-14(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h11-12H,1-10H2
InChI key AKJFBIZAEPTXIL-UHFFFAOYSA-N
reaction suitability reaction type: Buchwald-Hartwig Cross Coupling Reaction
  reaction type: Heck Reaction
  reaction type: Hiyama Coupling
  reaction type: Negishi Coupling
  reaction type: Sonogashira Coupling
  reaction type: Stille Coupling
  reaction type: Suzuki-Miyaura Coupling
  reagent type: ligand
refractive index n20/D 1.533 (lit.)
SMILES string ClP(C1CCCCC1)C2CCCCC2
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.
Packaging: 1, 5 g in glass bottle
Symbol GHS05  GHS05
Signal word Danger
Hazard statements H314
Precautionary statements P280 - P305 + P351 + P338 - P310
Hazard Codes C
Risk Statements 14-34
Safety Statements 26-27-36/37/39-45
RIDADR UN 3265 8 / PGII
WGK Germany WGK 3
Flash Point(F) 235.4 °F - closed cup
Flash Point(C) 113 °C - closed cup
Supplemental Hazard Statements EUH014
Purity 97%
bp 165 °C/12 mmHg (lit.)
Density 1.054 g/mL at 25 °C (lit.)
Refractive Index n20/D 1.533 (lit.)
UNSPSC 12352101

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