649066

Sigma-Aldrich

Chlorodicyclopentylphosphine

97%

Sinônimo(s):
Dicyclopentylphosphine chloride, Dicyclopentylchlorophosphine
Empirical Formula (Hill Notation):
C10H18ClP
Número CAS:
Peso molecular:
204.68
Número MDL:
ID de substância PubChem:
NACRES:
NA.22

Nível de qualidade

100

teor

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

densidade

1.069 g/mL at 25 °C (lit.)

grupo funcional

phosphine

SMILES string

ClP(C1CCCC1)C2CCCC2

InChI

1S/C10H18ClP/c11-12(9-5-1-2-6-9)10-7-3-4-8-10/h9-10H,1-8H2

InChI key

QTYRJBRBODDGCQ-UHFFFAOYSA-N

Descrição geral

Chlorodicyclopentylphosphine is a phosphine precursor for ligand preparation in Negishi and Suzuki coupling reactions.
http://citeseerx.ist.psu.edu/viewdoc/download?doi=10.1.1.259.5096&rep=rep1&type=pdf

Aplicação

Chlorodicyclopentylphosphine may be used to prepare:
  • Cp,Cp-MannOP, a chiral diphosphinite ligand by reacting with mannitol.[Cp=cyclopentyl; Mann=mannitol]
  • (S)-Cp,Cp-oxoProNOP, a bis(dicycloalkylphosphino) amidophosphine-phosphinite ligand by reacting with (S)-5-(hydroxymethyl)-2-pyrrolidinone
  • LcPeNiCl, a precursor for preparing LcPeNiH, which is an efficient catalyst for the reduction of CO2[cPe=cyclopentyl]

Embalagem

5 g in glass bottle

Pictogramas

Corrosion

Palavra indicadora

Danger

Frases de perigo

Declarações de precaução

hazcat

Skin Corr. 1B

Perigos de suplementos

EUH014

storage_class_code

8A - Combustible, corrosive hazardous materials

WGK Alemanha

WGK 3

Ponto de fulgor (ºF)

230.0 °F - closed cup

Ponto de fulgor (ºC)

> 110 °C - closed cup

Equipamento de proteção individual

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

Certificado de análise

Certificado de origem

New diphosphinite ligands derived from mannitol for rhodium catalyzed enantioselective hydrogenation of ketones.
Naili S, et al.
Tetrahedron Letters, 41(16), 2867-2870 (2000)
Amidophosphine-Phosphinites: Synthesis and Use in Rhodium-Based Asymmetric Hydrogenation of Activated Keto Compounds. Crystal Structure of Bis [(?-chloro)((S)-2-((diphenylphosphino) oxy)-2-phenyl-N-(diphenylphosphino)-N-methylacetamide) rhodium (I)].
Roucoux A, et al.
Organometallics, 15(10), 2440-2449 (1996)
Catalytic properties of nickel bis (phosphinite) pincer complexes in the reduction of CO 2 to methanol derivatives.
Chakraborty S, et al.
Polyhedron, 32(1), 30-34 (2012)

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