Palladium acetylacetonate

HCID 5486778

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

14024-61-4RefChem:858315PALLADIUM(2+) ION BIS(4-OXOPENT-2-EN-2-OLATE)Palladium acetylacetonatePalladium(II) acetylacetonatePalladium bis(acetoacetonate)Pd(acac)2Bis(acetylacetonato)palladium(Z)-4-oxopent-2-en-2-olate;palladium(2+)Palladium-2,4-pentanedionatePalladium, bis(2,4-pentanedionato-kappaO2,kappaO4)-, (SP-4-1)-palladium (II) acetylacetonate
Show more names
BIS(ACETYLACETONATO)PALLADIUM(II)ACETYLACETONE PALLADIUM(II) SALTBIS(2,4-PENTANEDIONATO)PALLADIUM(II)ACETYLACETONE, PALLADIUM(II) DERIVATIVE34.7%PdUmicore, 99%Palladium acet
EINECS 237-859-8Palladium, bis(2,4-pentanedionato)-NSC 187660Palladium (II) di(4-oxopent-2-en-2-oate)palladium(II)acetylacetonate6G7QUC3M5JSCHEMBL144097Palladium, bis(2,4-pentanedionato-O,O')-, (SP-4-1)-

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

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

Safety & regulation

GHS classification

GHS Classification · 5 items

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 · 3 items

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

Other Safety InformationIMAP assessments - Palladium, bis(2,4-pentanedionato-O,O')-, (SP-4-1)-: Human health tier I assessment;IMAP assessments - Palladium, bis(2,4-pentanedionato-O,O')-, (SP-4-1)-: Environment tier I assessment
Hazard Classes and CategoriesFlam. Sol. 1 (61.5%);Self-heat. 1 (26.6%);Acute Tox. 4 (25.7%);Skin Irrit. 2 (36.7%);Skin Sens. 1 (24.8%);Eye Dam. 1 (24.8%);Eye Irrit. 2 (73.4%);STOT SE 3 (34.9%);Aquatic Acute 1 (24.8%);Aquatic Chronic 1 (24.8%)

Toxicology

Health Effects · 2 items

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 · 2 items

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 · 2 items

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 · 2 items

No indication of carcinogenicity to humans (not listed by IARC).

No indication of carcinogenicity to humans (not listed by IARC).

Regulatory information

Regulatory Information · 3 items

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

Chemistry & industry

Pharmacology

Metabolism/Metabolites · 2 items

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

General Manufacturing InformationPalladium, bis(2,4-pentanedionato-.kappa.O2,.kappa.O4)-, (SP-4-1)-: ACTIVE
Applications · 3 items

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

Suppliers103 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
VladaChem GmbH+49-7246-3082843 +86-18411632868 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]

Related reactions

25 records

Compound notes

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