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751413

Sigma-Aldrich

Di(1-adamantyl)-2-dimethylaminophenylphosphine

98%

Synonym(s):
2-[Bis(tricyclo[3.3.1.13,7]dec-1-yl)phosphino]-N,N-dimethylbenzeneamine, 2-(Di-1-adamantylphosphino)-N,N-dimethylaniline, 2-(Di-1-adamantylphosphino)dimethylaminobenzene, Me-Dalphos
Empirical Formula (Hill Notation):
C28H40NP
CAS Number:
Molecular Weight:
421.60
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

form

solid

reaction suitability

reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction

mp

237-242 °C

functional group

phosphine

SMILES string

CN(C)c1ccccc1P([C@@]23C[C@@H]4C[C@@H](C[C@@H](C4)C2)C3)[C@@]56C[C@@H]7C[C@@H](C[C@@H](C7)C5)C6

InChI

1S/C28H40NP/c1-29(2)25-5-3-4-6-26(25)30(27-13-19-7-20(14-27)9-21(8-19)15-27)28-16-22-10-23(17-28)12-24(11-22)18-28/h3-6,19-24H,7-18H2,1-2H3/t19-,20+,21-,22-,23+,24-,27-,28-

InChI key

MILNYLCUWRWYBI-XMCXLQRDSA-N

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

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

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Certificate of Origin

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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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