Palladium(II) acetate
- Iupac Name：palladium(2+);diacetate
- CAS No.: 3375-31-3
- Molecular Weight：224.51
- Modify Date.: 2022-12-06 15:24
- Introduction:
Palladium(II) acetate, with the chemical formula Pd(OAc)2 and CAS registry number 3375-31-3, is a compound known for its applications in various chemical processes. This dark brown solid, also referred to as palladium(II) diacetate, is characterized by its palladium and acetate functional groups. It is commonly used as a catalyst in organic synthesis, offering a versatile platform for various reactions such as carbon-carbon bond formation, cross-coupling reactions, and oxidative transformations. Palladium(II) acetate is also utilized in the production of pharmaceuticals, agrochemicals, and fine chemicals. It is important to handle this compound with caution as it is toxic and can cause skin and respiratory irritation.
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1. Names and Identifiers
- 1.1 Name
- Palladium(II) acetate
- 1.2 Synonyms
ACETIC ACID PALLADIUM(II) SALT PALLADIUM (II) ACETATE, TRIMER PALLADIUM ACETATE PALLADIUM DIACETATE PALLADIUM(+2)ACETATE PALLADIUM(II) ACETATE PALLADIUM(II) ACETATE IN IONIC LIQUID ON SILICA Pd(OAC)2 (=Palladium Acetate)
- 1.3 CAS No.
- 3375-31-3
- 1.4 EINECS(EC#)
- 222-164-4
- 1.5 Molecular Formula
- C4H6O4Pd (isomer)
- 1.6 Inchi
- InChI=1S/C2H4O2.Pd/c1-2(3)4;/h1H3,(H,3,4);
- 1.7 InChIkey
- QVVFAXBQLMVLGJ-UHFFFAOYSA-N
- 1.8 Canonical Smiles
- [Pd].CC(O)=O
- 1.9 Isomers Smiles
- CC(=O)[O-].CC(=O)[O-].[Pd+2]
2. Properties
- 2.1 Melting point
- 205 °C
- 2.1 StorageTemp
- Store below +30°C.
3. Safety and Handling
- 3.1 Hazard Codes
- Xi,Xn,C
- 3.1 Risk Statements
- 41-36/37/38-40-35
- 3.1 Safety Statements
- 26-39-36/37/39-45-36
- 3.1 RIDADR
- 3261
- 3.1 WGK Germany
- 2
- 3.1 RTECS
- AJ1900000
- 3.1 Toxicity
- Organic Compound; Palladium Compound; Organometallic; Industrial/Workplace Toxin; Synthetic Compound
4. MSDS
2.Hazard identification
2.1 Classification of the substance or mixture
Serious eye damage, Category 1
Hazardous to the aquatic environment, long-term (Chronic) - Category Chronic 4
2.2 GHS label elements, including precautionary statements
| Pictogram(s) |  |
| Signal word | Danger |
| Hazard statement(s) | H318 Causes serious eye damage H413 May cause long lasting harmful effects to aquatic life |
| Precautionary statement(s) | |
| Prevention | P280 Wear protective gloves/protective clothing/eye protection/face protection. P273 Avoid release to the environment. |
| Response | P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P310 Immediately call a POISON CENTER/doctor/\u2026 |
| Storage | none |
| Disposal | P501 Dispose of contents/container to ... |
2.3 Other hazards which do not result in classification
none
6. Other Information
- 6.0 Merck
- 14,6991
- 6.1 BRN
- 6086766
- 6.2 Reactions
-
- Efficient catalyst for the arylation of olefins (Heck reaction).
- Catalyst for cross-coupling reactions.
- Catalyst for C-H activation.
- Precatalyst for enantioselective decarboxylative protonation of allyl β-ketoesters.
- 6.3 Chemical Properties
- brown needles
- 6.4 Uses
- suzuki reaction
- 6.5 Uses
- Palladium (II) Acetate Trimer is used in Suzuki-Miyaura cross-coupling reactions. It also serves to catalyze the chemoselective reduction of nitroarenes.
- 6.6 Uses
- A catalyst for intramolecular coupling.
- 6.7 General Description
- Palladium(II) acetate is a homogenous oxidation catalyst. It participates in the activation of alkenic and aromatic compounds towards oxidative inter- and intramolecular nucleophilic reactions. Crystals of palladium(II) acetate have a trimeric structure, having symmetry D3h. Each of the palladium atoms in the crystals are joined to the other two by double acetate bridges. Microencapsulation of palladium(II) acetate in polyurea affords polyurea-encapsulated palladium(II) acetate. It is a versatile heterogeneous catalyst for various phosphine-free cross-coupling reactions. It participates as catalyst in the Heck coupling reaction of pthalides with different alkenes.
- 6.8 Flammability and Explosibility
- Nonflammable
- 6.9 Safety Profile
- Moderately toxic by ingestion. When heated to decomposition it emits toxic vapors of palladium.
- 6.10 Purification Methods
- It recrystallises from CHCl3 as purple crystals. It can be washed with AcOH and H2O and dried in air. Large crystals are obtained by dissolving it in *C6H6, adding half its volume of AcOH and allowing it to evaporate slowly at room temperature. It forms green adducts with nitrogen donors, it dissolves in KI solution to form solid PdI2 and a red solution of PdI42-, but is insoluble in aqueous saturated NaCl, and NaOAc. It dissolves in HCl to form PdCl42-. It is soluble in CHCl3, CH2Cl2, Me2CO, MeCN, Et2O, but it is insoluble in H2O, and decomposes when warmed in alcohols in which it is also insoluble. [Morehouse et al. Chem Ind (London) 544 1964, Stephenson et al. J Chem Soc 3632 1965, Skapski & Smart J Chem Soc (D) 658 1970, Heck Acc Chem Res 12 146 1979.]
7. Question & Answer
-
Introduction Palladium diacetate (Pd(OAc)2) is a crucial compound in organic chemistry, known for its role as a catalyst in various chemical reactions. This article explores the characteristics, compo..
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Palladium(II) acetate is an organometallic compound containing palladium and acetate ions, with the chemical formula Pd(CH3COO)2. It is a white or pale yellow solid, sometimes appearing purple or bro..
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Palladium(II) acetate is a compound known for its palladium element, which is a key intermediate used in many industries. Being a chemical substance, it exhibits good stability in suitable environment..
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Background technology Palladium(II) acetate is a yellow-brown or red-brown uniform powder with a palladium content of 47.0%. It is stored dry and sealed at room temperature. It is stable in the air an..
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