[(2-Dimethylamino)propyldiphenylphosphine]palladium(II) Dichloride TCI D5719

Chemical Identity

Other names: PdCl2(alaphos) · Dichloro[(2-dimethylamino)propyldiphenylphosphine]palladium(II) · [1-(Diphenylphosphanyl)-N,N-dimethylpropan-2-amine]palladium(II) Dichloride
CAS No.: 85719-56-8
PubChem: CID 162420744·SID 468591516
Formula: C17H22Cl2NPPd
Molecular weight: 448.66 g/mol
Purity: >98.0%(T)

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: 1-diphenylphosphanyl-N,N-dimethylpropan-2-amine;palladium(2+);dichloride
SMILES: CC(CP(C1=CC=CC=C1)C2=CC=CC=C2)N(C)C.[Cl-].[Cl-].[Pd+2]
InChIKey: FNNZHLBSYLLCRW-UHFFFAOYSA-L

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TCI D5719 [(2-Dimethylamino)propyldiphenylphosphine]palladium(II) Dichloride, CAS 85719-56-8, is a palladium(II) complex bound by a hybrid phosphine–amine ligand together with two chloride ligands. The bidentate ligand combines a strongly donating phosphorus atom with a tertiary amine nitrogen atom, producing a distinctive coordination environment around the palladium centre. Precatalyst complexes of this kind matter in the laboratory because they provide a well-defined, easily weighed source of palladium that does not need to be assembled from a palladium salt and free ligand at the moment of reaction, which makes experimental results easier to reproduce.

The characteristic that makes this complex attractive is the hemilabile nature of the phosphine–amine ligand. The relatively weak Pd–N bond can open temporarily to create room for a substrate and then close again to stabilise the metal centre, a pattern that is frequently advantageous in catalytic cycles involving C–H bond activation. The amine group can also act as an internal base that assists deprotonation steps, while the two phenyl groups on phosphorus supply electron donation and steric bulk that support the stability of the complex. The defined solid form makes measuring out catalyst loadings straightforward.

In Indonesian laboratories, this material is used in the same way as any defined palladium precatalyst: as a weighable solid dispensed at a chosen catalyst loading rather than prepared in situ from separate palladium and ligand components. Because the complex arrives as a single defined substance, catalyst loading is set directly at the balance, and work carried out across different sessions or by different operators in the same group remains comparable and easier to repeat.

Related TCI products

C–H activation catalysis — the hemilabile Pd–N bond can open to admit a substrate and reclose to stabilise the palladium centre, a pattern often favourable in these catalytic cycles.
Reactions requiring an internal base — the tertiary amine group of the ligand can assist deprotonation steps directly, without the coordination chemistry being assembled separately in the flask.
Reproducible catalyst screening — because the palladium and ligand arrive as one defined compound, loadings are set at the balance and repeat experiments give comparable starting conditions.
Method development where catalyst loading is varied — the well-defined solid form allows straightforward weighing across a series of loadings without preparing fresh palladium–ligand mixtures each time.
Work replacing in-situ precatalyst preparation — using this complex removes the step of combining a palladium salt with free ligand at reaction time, reducing a common source of run-to-run variation.

Brand	TCI
CAS number	85719-56-8
Molecular formula	—
Purity	—
Category	Chemistry > Catalysis and Inorganic Chemistry > C-H Activation [Catalysis]
Pack sizes	please refer to the available packaging options for this catalogue item
Physical form	defined solid, suitable for direct weighing
Storage	keep in the closed original container under the conditions stated by the manufacturer

Store the material in its original tightly closed container, kept in a cool, dry and well-ventilated area away from moisture and from incompatible substances, and follow the storage conditions indicated by the manufacturer on the label and safety data sheet. Use clean, dry glass or otherwise chemically compatible containers and clean spatulas when transferring the solid, so that no contamination is carried into the remaining stock. Handle the compound in a fume hood with appropriate personal protective equipment, including safety glasses, gloves and a laboratory coat. Close the container promptly after use, label any secondary containers clearly, and dispose of residues and contaminated materials in accordance with the applicable laboratory waste procedures.

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