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225452

Sigma-Aldrich

Bis(triphenylphosphine)palladium(II) diacetate

98%

동의어(들):

Bis(acetato)bis(triphenylphosphine)palladium(II), Palladium(II)bis(triphenylphosphine) diacetate, Pd(OAc)2(PPh3)2

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About This Item

Linear Formula:
[(C6H5)3P]2Pd(CH3COO)2
CAS Number:
14588-08-0
Molecular Weight:
749.08
EC Number:
238-628-4
MDL number:
MFCD00010013
UNSPSC 코드:
12352300
PubChem Substance ID:
24853498
NACRES:
NA.22
225452 제품과 관련한 질문은 현지 머크 영업소 또는 판매 사원에게 문의해 주십시오. 고객지원팀으로 연락바랍니다.

분석

98%

반응 적합성

core: palladium
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Cross Couplings
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: catalyst

mp

136 °C (dec.) (lit.)

SMILES string

CC(=O)O[Pd]OC(C)=O.c1ccc(cc1)P(c2ccccc2)c3ccccc3.c4ccc(cc4)P(c5ccccc5)c6ccccc6

InChI

1S/2C18H15P.2C2H4O2.Pd/c2*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;2*1-2(3)4;/h2*1-15H;2*1H3,(H,3,4);/q;;;;+2/p-2

InChI key

UVBXZOISXNZBLY-UHFFFAOYSA-L

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애플리케이션

Bis(triphenylphosphine)palladium(II) diacetate can be used as a catalyst for C-C bond formation via Sonogashira coupling, Negishi coupling, Heck coupling, and Suzuki coupling reaction.[1][2][3]
It can also be used as a catalyst to synthesize:
  • Pyrido[1,2-a]benzimidazole derivatives by electro-oxidative intramolecular C-H/N-H annulation reaction.[3]
  • α, β-Unsaturated carboxylic acids by hydroxycarbonylation of vinyl triflates.[4]
  • Secondary imides by C-H functionalization of aldehydes with different N-substituted N-heteroarene-2-carboxamides.[5]

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)

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시험 성적서(COA)

Lot/Batch Number
MKCJ3921
MKCG3157
MKCF5149
MKCC9767
MKCB0555V

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특정 버전이 필요한 경우 로트 번호나 배치 번호로 특정 인증서를 찾을 수 있습니다.

COA 검색

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문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

Palladium-catalysed hydroxycarbonylation of vinyl and aryl triflates: synthesis of α ,β-unsaturated and aromatic carboxylic acids
Cacchi S and Lupi A
Tetrahedron Letters, 33(27), 3939-3942 (1992)
Synthesis of Imides by Palladium-Catalyzed C-H Functionalization of Aldehydes with Secondary Amides
Bian Y-J, et al.
Chemistry?A European Journal , 19(3), 1129-1133 (2013)
Palladium-Catalyzed Electro-oxidative C-H Amination toward the Synthesis of Pyrido [1, 2-a] benzimidazoles with Hydrogen Evolution
Duan Z, et al.
ACS Catalysis, 10(6), 3828-3831 (2020)
Cross coupling reactions catalyzed by (NHC) Pd (II) complexes
GURBUZ N, et al.
Turkish Journal of Chemistry, 39(6), 1115-1157 (2015)
Gary A Molander et al.
Journal of the American Chemical Society, 126(33), 10313-10318 (2004-08-19)
A formal total synthesis of oximidine II has been achieved, employing a Suzuki-type coupling approach to construct the highly strained, polyunsaturated 12-membered macrolactone. To achieve this goal, benefit was derived from the stability of potassium alkenyltrifluoroborates to establish conditions for
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