Dichloro[9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene]palladium(II) TCI D4333

Chemical Identity

Other names: [4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene]dichloropalladium(II) · [4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene]palladium(II) Dichloride · Pd(Xantphos)Cl2
CAS No.: 205319-10-4
PubChem: CID 60153068·SID 253659676
Formula: C39H32Cl2OP2Pd
Molecular weight: 755.95 g/mol
Purity: >98.0%(T)
Reference databases: ECHA

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: dichloropalladium;(5-diphenylphosphanyl-9,9-dimethylxanthen-4-yl)-diphenylphosphane
SMILES: CC1(C2=C(C(=CC=C2)P(C3=CC=CC=C3)C4=CC=CC=C4)OC5=C1C=CC=C5P(C6=CC=CC=C6)C7=CC=CC=C7)C.Cl[Pd]Cl
InChIKey: HEYONDYPXIUDCK-UHFFFAOYSA-L
MDL: MDL14155707

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TCI D4333, Dichloro[9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene]palladium(II), CAS 205319-10-4, is a palladium(II) complex already coordinated to the Xantphos diphosphine ligand. It belongs to the catalysis and inorganic chemistry category, specifically within C–H activation applications. In the laboratory this compound serves as a ready-to-use precatalyst: a palladium source that arrives carrying its own ligand, so researchers do not need to prepare a separate mixture of a palladium salt and free ligand before running a coupling or functionalization reaction. That single-bottle format removes a preparation step from the bench workflow.

The most notable advantages of this material come from the Xantphos ligand itself, a diphosphine built on a rigid xanthene backbone that is known for its large bite angle. This wide bite angle influences the geometry of the complex and generally accelerates the reductive elimination step, which makes many coupling reactions that were previously difficult far more efficient — particularly carbon–nitrogen and carbon–sulfur bond formation, as well as carbonylation chemistry. Because the material is a fully formed complex rather than an in-situ mixture, it delivers a defined metal-to-ligand ratio, so experimental results are easier to reproduce from one researcher to another and from one laboratory to another.

In Indonesian laboratories, this kind of preformed precatalyst is typically used in synthetic organic chemistry groups at universities, in research institutes, and in industrial R&D units working on coupling and functionalization chemistry. The defined stoichiometry is especially valuable where several researchers share the same catalytic protocol, because it keeps loading consistent between users and reduces variability caused by weighing out palladium salt and ligand separately during method development and route-scouting work.

TCI brochures (PDF)

Palladium Catalysts for Cross-Coupling Reaction 2025-05-01 · p. 1
C-H Bond Activation Reaction 2025-06-20 · p. 4
Transition Metal Catalysts 2026-04-10 · p. 14
Suzuki-Miyaura Cross Coupling Reaction 2025-12-01 · p. 23

Related TCI products

Carbon–nitrogen bond formation: the wide bite angle of the Xantphos ligand accelerates reductive elimination, making amination couplings that are otherwise sluggish proceed more efficiently in routine synthetic work.
Carbon–sulfur bond formation: the preformed palladium–Xantphos complex supports thioetherification-type couplings, where the ligand geometry favors the product-releasing step rather than unproductive catalyst pathways.
Carbonylation reactions: the rigid xanthene backbone and its resulting complex geometry make this precatalyst a suitable choice for carbonylative coupling protocols described in the catalysis literature.
C–H activation studies: as the category for this product indicates, the complex is applied in C–H functionalization chemistry where a defined palladium(II) source with a bound diphosphine is required.
Reproducible method development: the fixed metal-to-ligand ratio of the isolated complex lets groups repeat catalytic screening results across different researchers and laboratories without re-optimizing ligand loading.

Brand	TCI
CAS number	205319-10-4
Molecular formula	—
Purity	—
Category	Chemistry > Catalysis and Inorganic Chemistry > C–H Activation [Catalysis]
Pack sizes	—
Physical form	—
Storage	store according to the manufacturer's instructions on the container label and in the accompanying safety data sheet

Catalog code: D4333
Chemical name: Dichloro[9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene]palladium(II)

Store this palladium precatalyst in its original tightly closed container, in a cool, dry and well-ventilated area away from moisture, heat and incompatible materials, following the storage conditions stated by the manufacturer on the label and safety data sheet. Handle the solid in a fume hood or other suitable ventilated enclosure, using gloves, safety goggles and a laboratory coat. Avoid generating dust and avoid direct contact with skin and eyes. Keep the container closed when not in use to limit exposure to air and humidity, transfer with clean dry spatulas to prevent contamination that could affect catalytic performance, and collect residues and used catalyst as chemical waste in line with your laboratory's waste-handling procedures. Always review the manufacturer's safety data sheet before first use.

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