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261971

Tricyclohexylphosphine

solid

Synonym(s):

PCy3, P(Cy)3

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About This Item

Linear Formula:
(C6H11)3P
CAS Number:
2622-14-2
Molecular Weight:
280.43
NACRES:
NA.22
PubChem Substance ID:
24855848
UNSPSC Code:
12350000
EC Number:
220-069-2
MDL number:
MFCD00003853
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Product Name

Tricyclohexylphosphine,

form

solid

Quality Level

100

reaction suitability

reaction type: Cross Couplings, reagent type: ligand
reaction type: Heck Reaction, reagent type: ligand
reaction type: Hiyama Coupling, reagent type: ligand
reaction type: Sonogashira Coupling, reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

mp

81-83 °C (lit.)

functional group

phosphine

SMILES string

C1CCC(CC1)P(C2CCCCC2)C3CCCCC3

InChI

1S/C18H33P/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18/h16-18H,1-15H2

InChI key

WLPUWLXVBWGYMZ-UHFFFAOYSA-N

Application

Ligand used in the Pd-catalyzed coupling of malononitrile with aryl halides. Bulky phosphine ligand used with a Pd(0)-triolefinic macrocycle catalyst for Suzuki coupling of aryl bromides and chlorides.
This ligand is applied with Ni as a key intermediate in the formation of cylcopentane compounds.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBT1297
SHBS4272
0000517209
0000517209
0000386491

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Related Content

Phosphine Ligand Application Guide

Phosphine Ligand Application Guide

Sensuke Ogoshi et al.
Journal of the American Chemical Society, 128(16), 5350-5351 (2006-04-20)
Cyclopropyl phenyl ketone underwent oxidative addition to Ni(PCy3) generated from Ni(cod)2 and PCy3 to give a nickeladihydropyran, which is a key intermediate for the Ni(0)-catalyzed homo- or heterocycloaddition to give cyclopentane compounds having two carbonyl substituents at the 1,3-position.
Synlett, 3167-3167 (2006)
Synlett, 3001-3001 (2006)
View All Related Papers

Global Trade Item Number

SKUGTIN
261971-250G04061833398173
261971-5G04061826107904
261971-25G04061826107881
261971-1G04061826107850