Basic information
- CAS
14024-61-4- Standard SMILES
CC(=O)/C=C(/C)[O-].CC(=O)/C=C(/C)[O-].[Pd+2]- InChIKey
JKDRQYIYVJVOPF-FDGPNNRMSA-L- Molecular formula
- C10H14O4Pd
- Average molar mass
- 304.64 g/mol
- Monoisotopic mass
- 303.99269
Names & identifiers
- Preferred name
- Palladium acetylacetonate
- IUPAC
- bis((Z)-4-oxopent-2-en-2-olate);palladium(2+)
- English name
- Bis(2,4-pentanedionato-O,O')palladium(II)
- Molecular formula
- C10H14O4Pd
- Molecular weight
- 304.64
Names & synonyms
Show more names
Database identifiers
- CAS
14024-61-4- PubChem CID
- 5486778
- UNII
- 6G7QUC3M5J
- EC Number
- 237-859-8
Properties
Computed structural properties
- Topological polar surface area
- 80.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 2
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 90
Physicochemical properties
- Melting point
- 190 °C · 190 °C
- Boiling point
- 300 °/0.1mm · 300°/0.1mm
- vapor pressure
- 0 Pa · 0Pa at 25℃
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- Soluble in benzene and chloroform.
- form
- Solution
- color
- Yellow to orange
- Specific Gravity
- 1.862 · 1.862
- Water Solubility
- INSOLUBLE
- Hydrolytic Sensitivity
- 4 · 4: no reaction with water under neutral conditions
- BRN
- 4136188 · 4136188
- InChI
- InChI=1S/2C5H8O2.Pd/c2*1-4(6)3-5(2)7;/h2*3,6H,1-2H3;/q;;+2/p-2/b2*4-3-;
- InChIKey
- RJJXYEQOOACRKP-LNKPDPKZSA-M
- SMILES
- O([Pd]O/C(/C)=C\C(=O)C)/C(/C)=C\C(=O)C
- LogP
- 2.6 at · 2.6 at 25℃
- NIST Chemistry Reference
- Bis(acetylacetonato)palladium(14024-61-4)
- EPA Substance Registry System
- Palladium, bis(2,4-pentanedionato-.kappa.O,.kappa.O')-, (SP-4-1)- (14024-61-4)
- UNSPSC Code
- 12352103 · 12352103
- NACRES
- 23 · NA.23
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 319 · H319
- Precautionary statements
- 305 · P305+P351+P338
- Hazard Codes
- Xi,Xn
- Risk Statements
- 36 · 36-36/37/38-22
- Safety Statements
- 26 · 26-37/39
- RIDADR
- 3181 · 3181
- WGK Germany
- 2 · 2
- TSCA
- TSCA listed
- HS Code
- 28439090 · 28439090
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 2 · Eye Irrit. 2
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
Danger
H228 (61.5%): Flammable solid [Danger Flammable solids];H251 (26.6%): Self-heating; may catch fire [Danger Self-heating substances and mixtures];H302 (25.7%): Harmful if swallowed [Warning Acute toxicity, oral];H315 (36.7%): Causes skin irritation [Warning Skin corrosion/irritation];H317 (24.8%): May cause an allergic skin reaction [Warning Sensitization, Skin];H318 (24.8%): Causes serious eye damage [Danger Serious eye damage/eye irritation];H319 (73.4%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335 (34.9%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation];H400 (24.8%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard];H410 (24.8%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]
P210, P235, P240, P241, P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P370+P378, P391, P403+P233, P405, P407, P410, P413, P420, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 109 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Regulatory Information
Chemical: Palladium, bis(2,4-pentanedionato-O,O')-, (SP-4-1)-
Status: Active Update: 25-11-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/18885
Palladium, bis(2,4-pentanedionato-.kappa.O,.kappa.O')-, (SP-4-1)-: Does not have an individual approval but may be used under an appropriate group standard
Toxicology
Health Effects
Contact with palladium may cause palladium sensitivity and allergy. Animal studies have shown that palladium may damage the liver and kidney. (L798)
Contact with palladium may cause palladium sensitivity and allergy. Animal studies have shown that palladium may damage the liver and kidney. (L798)
Toxicity Summary
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)
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 Symptoms
Skin contact with palladium may cause contact dermatitis, erythema, and oedema. (L798)
Skin contact with palladium may cause contact dermatitis, erythema, and oedema. (L798)
Carcinogen Classification
No indication of carcinogenicity to humans (not listed by IARC).
No indication of carcinogenicity to humans (not listed by IARC).
Regulatory information
Regulatory Information
Chemical: Palladium, bis(2,4-pentanedionato-O,O')-, (SP-4-1)-
Status: Active Update: 25-11-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/18885
Palladium, bis(2,4-pentanedionato-.kappa.O,.kappa.O')-, (SP-4-1)-: Does not have an individual approval but may be used under an appropriate group standard
Safety data
- wgk
- 2
- tsca
- TSCA listed
- ridadr
- 3181
- hs_code
- 28439090
- risk_code
- 36-36/37/38-22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi,Xn
- safety_code
- 26-37/39
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H319
- REACH Registrations
- Active
- Hazard Classifications
- Eye Irrit. 2
- Precautionary statements
- P305+P351+P338
Chemistry & industry
Pharmacology
Metabolism/Metabolites
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)
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)
Uses & manufacturing
Applications
UsesPalladium(II) Acetylacetonate is an active anticancer agent. Exhibits growth inhibitory effect more than cisplatin in several cancer cells and treatment with Palladium(II) Acetylacetonate inhibits H460 cells. Palladium(II) Acetylacetonate is a catalyst for various organic transformations.
UsesPalladium(II) acetylacetonate (Pd(acac)2) was used in the following studies:Typical high-temperature organic solution phase protocol for the preparation of monodisperse CuPd alloy nanoparticles (NPs).Preparation of [(NHC)Pd(acac)L] (where L=Me, NHC = N-heterocyclic carbene) complexes. These complexes efficiently catalyze the Heck reaction of activated aryl bromides.As catalyst in the decarboxylative cross-coupling of arylcarboxylic acids with aryl halides.
General DescriptionPalladium(II) acetylacetonate (Pd(acac)2) is a metal-organic complex. Sublimation of Pd(acac)2 has been investigated by thermogravimetry and XRD. The temperature range for the sublimation of Pd(acac)2, without undergoing thermal decomposition, was determined to be 100-160°C in the presence of inert gas helium.
Upstream & downstream products
Upstream raw materials
Suppliers103 total
Related reactions
Compound notes
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