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Merck
모든 사진(1)

주요 문서

481408

Sigma-Aldrich

Chlorodicyclohexylphosphine

97%

동의어(들):

Dicyclohexylchlorophosphine, Dicyclohexylphosphine chloride, Dicyclohexylphosphinous chloride

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About This Item

Linear Formula:
(C6H11)2PCl
CAS Number:
Molecular Weight:
232.73
MDL number:
UNSPSC 코드:
12352101
PubChem Substance ID:
NACRES:
NA.22

Quality Level

분석

97%

반응 적합성

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.)

작용기

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

애플리케이션

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.

픽토그램

Corrosion

신호어

Danger

유해 및 위험 성명서

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

보충제 위험성

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point (°F)

235.4 °F - closed cup

Flash Point (°C)

113 °C - closed cup

개인 보호 장비

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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이미 열람한 고객

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Simon Doherty et al.
Nature protocols, 7(10), 1870-1883 (2012-09-29)
This protocol describes the synthesis of a representative example of the electron-rich biaryl-like KITPHOS class of monophosphine, 11-dicyclohexylphosphino-12-phenyl-9,10-dihydro-9,10-ethenoanthracene (H-KITPHOS). The bicyclic architecture of H-KITPHOS is constructed via [4+2] Diels-Alder cycloaddition between 1-(dicyclohexylphosphinoylethynyl)benzene and anthracene. H-KITPHOS monophosphine is prepared via an
Latexin deletion protects against radiation-induced hematopoietic damages via selective activation of Bcl-2 prosurvival pathway.
Zhang, et al.
Haematologica (2023)
Intramolecular alkyl phosphine dehydrogenation in cationic rhodium complexes of tris (cyclopentylphosphine)
Douglas TM, et al.
Chemistry?A European Journal , 14(3), 1004-1022 (2008)
Practical synthesis of new and highly efficient ligands for the Suzuki reaction of aryl chlorides
Zapf A, et al.
Chemical Communications (Cambridge, England), 19(1), 38-39 (2004)
A sulfur mimic of 1, 1-bis (diphenylphosphino) methane: a new ligand opens up
Sues PE, et al.
Chemical Communications (Cambridge, England), 50(36), 4707-4710 (2014)

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