649066

Chlorodicyclopentylphosphine

97%

• Synonym(s): Dicyclopentylchlorophosphine, Dicyclopentylphosphine chloride
• Empirical Formula (Hill Notation): C₁₀H₁₈ClP
• CAS Number: 130914-24-8
• Molecular Weight: 204.68
• MDL number: MFCD06798131
• UNSPSC Code: 12352101
• PubChem Substance ID: 24883629
• NACRES: NA.22

Properties

• 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
• density: 1.069 g/mL at 25 °C (lit.)
• functional group: 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

Description

General description

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

Application

Chlorodicyclopentylphosphine may be used to prepare:

• Cp,Cp-MannOP, a chiral diphosphinite ligand by reacting with mannitol.[Cp=cyclopentyl; Mann=mannitol][1]
• (S)-Cp,Cp-oxoProNOP, a bis(dicycloalkylphosphino) amidophosphine-phosphinite ligand by reacting with (S)-5-(hydroxymethyl)-2-pyrrolidinone[2]
• L^cPeNiCl, a precursor for preparing L^cPeNiH, which is an efficient catalyst for the reduction of CO₂[cPe=cyclopentyl][3]

Safety Information

• pictograms: GHS05
• signalword: Danger
• hcodes: H314
• pcodes: P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363 - P405
• Hazard Classifications: Skin Corr. 1B
• supp_hazards: EUH014
• Storage Class: 8A - Combustible corrosive hazardous materials
• wgk_germany: WGK 3
• flash_point_f: >230.0 °F - closed cup
• flash_point_c: > 110 °C - closed cup
• ppe: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter