Chlorodicyclohexylphosphine

Name: Chlorodicyclohexylphosphine
Brand: ALDRICH

97%

Synonym(s):

Dicyclohexylchlorophosphine, Dicyclohexylphosphine chloride, Dicyclohexylphosphinous chloride

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About This Item

Linear Formula:

(C₆H₁₁)₂PCl

CAS Number:

16523-54-9

Molecular Weight:

232.73

NACRES:

NA.22

PubChem Substance ID:

24871756

UNSPSC Code:

12352101

MDL number:

MFCD00014294

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Properties

Quality Level

100

assay

97%

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.)

bp

165 °C/12 mmHg (lit.)

density

1.054 g/mL at 25 °C (lit.)

functional group

phosphine

SMILES string

ClP(C1CCCCC1)C2CCCCC2

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

Description

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.