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261971

Sigma-Aldrich

Tricyclohexylphosphine

Synonym(s):
P(Cy)3, PCy3
Linear Formula:
(C6H11)3P
CAS Number:
Molecular Weight:
280.43
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

form

solid

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

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Packaging

1, 5, 25, 250 g in glass bottle

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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