649066
氯双环戊基膦
97%
别名:
Dicyclopentylchlorophosphine, Dicyclopentylphosphine chloride
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关于此项目
经验公式（希尔记法）:
C10H18ClP
化学文摘社编号:
分子量:
204.68
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352101
MDL number:
InChI
1S/C10H18ClP/c11-12(9-5-1-2-6-9)10-7-3-4-8-10/h9-10H,1-8H2
SMILES string
ClP(C1CCCC1)C2CCCC2
InChI key
QTYRJBRBODDGCQ-UHFFFAOYSA-N
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
Quality Level
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]
- (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]
signalword
Danger
hcodes
Hazard Classifications
Skin Corr. 1B
supp_hazards
存储类别
8A - Combustible corrosive hazardous materials
wgk
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
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)
New diphosphinite ligands derived from mannitol for rhodium catalyzed enantioselective hydrogenation of ketones.
Naili S, et al.
Tetrahedron Letters, 41(16), 2867-2870 (2000)
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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