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Key Documents

436437

Sigma-Aldrich

Bis(dicyclohexylphosphino)methane

95%

Synonym(s):

Methylenebis(dicyclohexylphosphine)

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About This Item

Linear Formula:
(C6H11)2PCH2P(C6H11)2
CAS Number:
Molecular Weight:
408.58
Beilstein/REAXYS Number:
5340912
MDL number:
UNSPSC Code:
12352001
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

95%

form

solid

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

mp

95-102 °C (lit.)

functional group

phosphine

SMILES string

C1CCC(CC1)P(CP(C2CCCCC2)C3CCCCC3)C4CCCCC4

InChI

1S/C25H46P2/c1-5-13-22(14-6-1)26(23-15-7-2-8-16-23)21-27(24-17-9-3-10-18-24)25-19-11-4-12-20-25/h22-25H,1-21H2

InChI key

OWFLJHJHQKHZJR-UHFFFAOYSA-N

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Application

Catalyst for:
  • Ru/phosphine catalyzed anti-Markovnikov addition reactions
  • Regioselective Suzuki coupling reactions
  • Ru/phosphine catalyzed homogeneous hydrogenation reactons
  • Mediated cross-coupling reactions

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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