Tetrakis(triphenylphosphine)palladium

HCID 11979704CAS 14221-01-3

Substructure search Find similar structures

Basic information

Standard SMILES: [Pd].c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1
InChIKey: NFHFRUOZVGFOOS-UHFFFAOYSA-N
Molecular formula: C72H60P4Pd
Average molar mass: 1,155.6 g/mol

Overview

Tetrakis(triphenylphosphine)palladium(0) is a coordination complex of palladium. It is widely used as a catalyst for coupling reactions. Palladium is a chemical element with the chemical symbol Pd and an atomic number of 46. It is found as a free metal alloyed with gold and other platinum group metals and in the rare minerals cooperite and polarite. (L794, L806)

Names & identifiers

Preferred name: Tetrakis(triphenylphosphine)palladium
IUPAC: palladium;tetrakis(triphenylphosphane)

Names & synonyms

Tetrakis(triphenylphosphine)palladiumPD(PPH3)4Tetra(triphenylphosphine)palladiumPalladium, tetrakis(triphenylphosphine)-, (T-4)-EINECS 238-086-9N9O1RWZ93JDTXSID9065732palladiumtetrakis(triphenylphosphine)RefChem:897289DTXCID7034628Palladium, tetrakis(triphenylphosphine), (T4)238-086-9

Show more names

14221-01-3Tetrakis(triphenylphosphine)palladium(0)Tetrakis(triphenylphosphine) palladium(0)MFCD00010012palladium;triphenylphosphanePalladium-tetrakis(triphenylphosphine)Palladium (0) tetrakis(triphenylphosphine)tetrakis(triphenylphosphane) palladium

Database identifiers

CAS: 14221-01-3
PubChem CID: 11979704
DTXSID: DTXSID9065732
EC Number: 238-086-9

Properties

Computed structural properties

Topological polar surface area: 0 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 0
Rotatable bonds: 12
Heavy atoms: 77
Formal charge: 0
Complexity: 202

Experimental & physicochemical properties

Chemical ClassesMetals -> Organic Compounds, Metal Salts

Physical DescriptionCrystals; [Sigma-Aldrich MSDS]

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 0.5% (1 of 193) of reports.

Warning

H302 (83.9%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P270, P272, P273, P280, P301+P317, P302+P352, P321, P330, P333+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 193 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 3 items

Chemical: Palladium, tetrakis(triphenylphosphine)-, (T-4)-

Status: Cease Manufacture Update: 18-11-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/19027

Palladium, tetrakis(triphenylphosphine)-, (T-4)-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Palladium, tetrakis(triphenylphosphine)-, (T-4)-: Environment tier I assessment

Hazards SummaryMay cause irritation; [Sigma-Aldrich MSDS] See Palladium. See Triphenylphosphine.

Hazard Classes and CategoriesAcute Tox. 4 (83.9%)

Toxicology

Health EffectsContact with palladium may cause palladium sensitivity and allergy. Animal studies have shown that palladium may damage the liver and kidney. (L798)

Toxicity Summary · 1 item

Due to their ability to form strong complexes with both inorganic and organic ligands, palladium ions can disturb cellular equilibria, replace other essential ions, and interact with functional groups of macromolecules, such as proteins or DNA. Palladium complexes binding to DNA and RNA leads to strand breakage. Palladium ions are able to inhibit most major cellular functions, including DNA and RNA synthesis. Palladium compounds have been shown to bind to and inhibit various enzymes, including creatine kinase and prolyl hydroxylase. (L798)

Signs and SymptomsSkin contact with palladium may cause contact dermatitis, erythema, and oedema. (L798)

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Chemistry & industry

Pharmacology

Metabolism/Metabolites · 1 item

Palladium may be absorbed through oral, dermal, and inhalation exposure. Once in the body it distributes to the kidney, liver, spleen, lymph nodes, adrenal gland, lung and bone. Palladium's ability to form complexes allows it the bind to amino acids, proteins, DNA, and other macromolecules. Palladium and its metabolites are excreted in the urine and faeces. (A21)