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688681

Sigma-Aldrich

Dicyclohexyl[9-(3-phenylpropyl)-9-fluorenyl]phosphonium tetrafluoroborate

95%

Synonym(s):

Dicyclohexyl[9-(3-phenylpropyl)-9-fluorenyl]phosphine tetrafluoroborate, cataCXium® FPrPh

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About This Item

Empirical Formula (Hill Notation):
C34H42BF4P
CAS Number:
1007311-95-6
Molecular Weight:
568.48
MDL number:
MFCD10567004
UNSPSC Code:
12352101
PubChem Substance ID:
329761185

assay

95%

reaction suitability

reagent type: ligand

functional group

phosphine

SMILES string

F[B-](F)(F)F.C1CCC(CC1)[PH+](C2CCCCC2)C4(CCCc3ccccc3)c5ccccc5-c6ccccc46

InChI

1S/C34H41P.BF4/c1-4-15-27(16-5-1)17-14-26-34(32-24-12-10-22-30(32)31-23-11-13-25-33(31)34)35(28-18-6-2-7-19-28)29-20-8-3-9-21-29;2-1(3,4)5/h1,4-5,10-13,15-16,22-25,28-29H,2-3,6-9,14,17-21,26H2;/q;-1/p+1

InChI key

VBCMIQSEFSKZNU-UHFFFAOYSA-O

General description

sold in collaboration with Solvias AG

Legal Information

cataCXium is a registered trademark of Umicore AG & Co. KG

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
1360674V
1360674

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C. A. Fleckenstein, et al.,
Organic Process Research & Development, 12, 475-479 (2008)
Christoph A Fleckenstein et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 14(14), 4267-4279 (2008-03-28)
A dicyclohexyl(2-sulfo-9-(3-(4-sulfophenyl)propyl)-9H-fluoren-9-yl)phosphonium salt was synthesized in 64% overall yield in three steps from simple commercially available starting materials. The highly water-soluble catalyst obtained from the corresponding phosphine and [Na(2)PdCl(4)] enabled the Suzuki coupling of a broad variety of N- and
Aqueous cross-coupling: highly efficient Suzuki-Miyaura coupling of N-heteroaryl halides and N-heteroarylboronic acids.
Fleckenstein, C. A.; Plenio, H.
Green Chemistry, 9, 1287-1287 (2007)

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