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759198

Sigma-Aldrich

Di(1-adamantyl)-1-piperidinylphenylphosphine

95%

Synonym(s):

2-(Di-1-adamantylphosphino)phenylpiperidine

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About This Item

Empirical Formula (Hill Notation):
C31H44NP
CAS Number:
1237588-13-4
Molecular Weight:
461.66
MDL number:
MFCD28053539
UNSPSC Code:
12352005
PubChem Substance ID:
329766761
NACRES:
NA.22

Assay

95%

form

powder

reaction suitability

reagent type: ligand

mp

225-230 °C

functional group

phosphine

SMILES string

[H][C@]1(C[C@](C2)([H])C3)C[C@]3([H])C[C@]2([P@@](C4=CC=CC=C4N5CCCCC5)[C@@]67C[C@@](C8)([H])C[C@@](C[C@@]8([H])C7)([H])C6)C1

InChI

1S/C31H44NP/c1-4-8-32(9-5-1)28-6-2-3-7-29(28)33(30-16-22-10-23(17-30)12-24(11-22)18-30)31-19-25-13-26(20-31)15-27(14-25)21-31/h2-3,6-7,22-27H,1,4-5,8-21H2/t22-,23+,24-,25-,26+,27-,30-,31-

InChI key

FPQYIRBFZLNVLL-OSESXBJYSA-N

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Articles

DalPhos Ligands

DalPhos is air-stable and contains the bulky di(1-adamantyl)phosphino [P(1-Ad)2] fragment. These ligands are useful in Pd-catalyzed C-N and C-C bond formation. Both Me-DalPhos and Mor-DalPhos allow for Pd-catalyzed ammonia, hydrazine and acetone cross-coupling with good functional group tolerance

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