Palladium, di-mu-chlorobis(eta3-2-propenyl)di- (HCID 61538)

Überblick

Allyl palladium(II) chloride dimer is a organopalladium compound. It is an important catalyst used in organic synthesis. 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, A27)

Namen und Bezeichner

Bevorzugter Name: Palladium, di-mu-chlorobis(eta3-2-propenyl)di-
IUPAC: bis(chloropalladium(1+));bis(prop-1-ene)
Lokaler Name: Di-μ-chlor-bis(?-allyl)palladium
Englischer Name: Allylpalladium(II) Chloride Dimer
Summenformel: C6H10Cl2Pd2
Molmasse: 365.89

Namen und Synonyme

Palladium, di-mu-chlorobis(eta3-2-propenyl)di-RefChem:858349Palladium, di-.mu.-chlorobis(.eta.3-2-propenyl)di-Palladium, di-mu-chlorobis(eta3-2-propenyl)di-(9CI)Allyl palladium (II) chloride dimer12012-95-2Allylpalladium chloride dimerAllylpalladium(II) chloride dimerallylpalladium(II) chloridePalladium allyl chloride dimer[Pd(allyl)Cl]2Bis(allyl(mu-chloro)palladium)

Weitere Namen anzeigen

[PdCl(C3H5)]2[PdCl(allyl)]2allylpaladiumAllylpalladium chlorideDi-μ-chlorobis(η3-2-propenyl)dipalladiumDiallyldichlorodipalladiumAllylpalladium(Ⅱ) chloride dimer

Bis(eta3-allyl)dichlorodipalladiumBis((eta3-allyl)(chloro)palladium)Bis((mu-chloro)(2-propenyl)palladium)Di-mu-chloro-bis(eta-allyl)palladiumbis(chloro(prop-2-en-1-yl)palladium)Bis(allyl)dichlorodipalladiumDiallydichlorodipalladiumpi-Allyl palladium chloride

Datenbank-Bezeichner

CAS: 12012-95-2
PubChem CID: 61538
EC Number: 234-579-8

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA): 0 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 0
Schwere Atome: 10
Formalladung: 0
Komplexität: 14,4

Physikochemische Eigenschaften

Schmelzpunkt: 120 °C · 120°C (dec.)
storage temp.: 2 · 2-8°C
Aggregatzustand: Crystals or Crystalline Powder
Farbe: Yellow to green-yellow
Wasserlöslichkeit: decomposes
BRN: 4124623 · 4124623
InChI: InChI=1S/2C3H2.2ClH.2Pd/c2*1-3-2;;;;/h2*1-2H;2*1H;;/q2*-1;;;2*+2/p-2
InChIKey: GSVMTGORPBRYQY-UHFFFAOYSA-L
SMILES: [Pd+2]123(C=C1[CH-]2)[Cl-][Pd+2]12(C=C1[CH-]2)[Cl-]3
NIST chemische Informationen: [Pd(Cl)(C3H5)]2(12012-95-2)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H228 (21.2%): Flammable solid [Danger Flammable solids]

P210, P240, P241, P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 104 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 2 Einträge

Chemical: Palladium, di-.mu.-chlorobis(.eta.3-2-propenyl)di-

Allyl palladium (II) chloride dimer: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Palladium, di-.mu.-chlorobis(.eta.3-2-propenyl)di-: Environment tier I assessment

Hazard Classes and CategoriesFlam. Sol. 1 (21.2%)

Toxikologische Informationen

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

Exposure RoutesOral (A21) ; inhalation (A21) ; dermal (A21)

Toxicity Summary · 1 Eintrag

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).

Sicherheitsdaten

F: 1-10
wgk: 3
tsca: No
hs_code: 28439090
RTECS-Nr.: RT3510000
risk_code: 36/37/38-40
hazard_code: Xi,Xn
safety_code: 26-36-36/37
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Skin Irrit. 2

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 1 Eintrag

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)

Verwendung und Herstellung

UsesAllylpalladium(II) chloride dimer is an important catalyst used in organic synthesis. (A27)

Anwendungen · 1 Eintrag

VerwendenAllylpalladium(II) chloride dimer is used as an important catalyst in Heck reaction. It reacts with cyclopentadienyl anion to give cyclopentadienyl allyl palladium. It acts as a precatalyst for asymmetric and cross-coupling catalysis. Further, it is used in the preparation of 1,4-diallyl-1,2-dihydroisoquinolines. It is also employed as a catalyst for greener Buchwald-Hartwig coupling reaction and involved in the synthesis of cationic palladium catalysts. In addition, it takes part in preparation of -heterocyclic carbene-palladium-eta3-allyl chloride complex, which is an efficient catalyst for the Suzuki-Miyaura cross-coupling reactions in synthetic chemistry.