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

개요

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)

이름 및 식별자

우선 이름: Palladium, di-mu-chlorobis(eta3-2-propenyl)di-
IUPAC: bis(chloropalladium(1+));bis(prop-1-ene)
영어명: Allylpalladium(II) Chloride Dimer
분자식: C6H10Cl2Pd2
분자량: 365.89

이름 및 동의어

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)

이름 더 보기

[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

데이터베이스 식별자

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

물성

구조 계산 물성

극성 표면적: 0 Å²
수소 결합 공여자 수: 0
수소 결합 수용자 수: 2
회전 가능 결합 수: 0
무거운 원자 수: 10
형식 전하: 0
복잡도: 14.4

물리화학적 성질

녹는점: 120 °C · 120°C (dec.)
저장 조건: 2 · 2-8°C
물리적 상태: 결정 또는 결정성 분말
색상: 노란색에서 녹색-노란색
수용성: 물에서 분해되다
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: [Pd(Cl)(C3H5)]2(12012-95-2)

화학적 성질

Allylpalladium(II) chloride dimer is a yellow powder with the formula [(η3-C3H5)PdCl]2. This compound is an important catalyst used in organic synthesis. It is one of the most widely used transition metal allyl complexes.

안전 및 규제

GHS 분류

GHS Classification · 4건

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.

유해성 정보

Regulatory Information · 2건

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%)

독성 정보

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 · 1건

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).

안전 데이터

wgk: 3
tsca: No
rtecs: RT3510000
HS 번호: 28439090
risk_code: 36/37/38-40
hazard_code: Xi,Xn
safety_code: 26-36-36/37
F 고인화성물질: 1-10
Hazard Classifications: Skin Irrit. 2
스토리지 클래스: 11 - Combustible Solids

화학 및 산업

약리 정보

Metabolism/Metabolites · 1건

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)

용도 및 제조

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

응용 분야 · 2건

용도Allylpalladium(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.

일반 설명Allylpalladium(II) chloride dimer is employed as catalyst in Heck reaction. It also participates as catalyst in the tandem nucleophilic allylation-alkoxyallylation reaction of the alkynylaldehydes with allyl chloride and allyltributylstannane.