Name | Palladium(II) acetate |
Synonyms | Palladousacetate Einecs 243-333-9 palladium acetate Palladium diacetate Palladium(II)acetat Palladium(II) acetate bis(acetato)palladium Palladium (II) Acetate palladium(2+) diacetate Acetic acid, palladium salt hexakis(acetato)tripalladium Palladium(II) acetate trimer Acetic acid palladium(II) salt Palladiumacetatemingoldbrownxtl |
CAS | 3375-31-3 19807-27-3 |
EINECS | 243-333-9 |
InChI | InChI=1/2C2H4O2.Pd/c2*1-2(3)4;/h2*1H3,(H,3,4);/q;;+2/p-2 |
InChIKey | PCUVQHHZCJMCHO-UHFFFAOYSA-M |
Molecular Formula | C2H4O2.xPd |
Melting Point | 205° (dec) |
Water Solubility | insoluble |
Appearance | Morphological Various Forms In Red-(Powder/Flake/Crystalline/Beads), color Red-brown |
PH | 2-3 (H2O, 20℃)(aqueous suspension) |
Storage Condition | Store below +30°C. |
MDL | MFCD00012453 |
Physical and Chemical Properties | Chemical properties Brown crystalline powder, soluble in benzene and toluene, insoluble in ether and alcohol, kept in cold storage away from light |
Use | Use catalyst for forming allyl acetate; selenium hydrogenation catalyst for forming three bonds; olefin Heck arylation reaction catalyst; cyclocarbonylation reaction catalyst; Buchwald-Hartwig amidation reaction catalyst; aryl bromide and alcohol The intramolecular coupling reaction produces a catalyst for 1, 3-oxazepine; the preparation of cyclic ureas by palladium-catalyzed intramolecular cyclization reaction; a non-halogenated palladium (II) complex, which is used as a catalyst for the coupling reaction, and as a precursor for the preparation of heterogeneous catalyzed palladium-containing materials |
Hazard Symbols | Xi - Irritant |
Risk Codes | R41 - Risk of serious damage to eyes |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S39 - Wear eye / face protection. |
UN IDs | 3261 |
WGK Germany | 2 |
RTECS | AJ1900000 |
FLUKA BRAND F CODES | 10-23 |
TSCA | Yes |
HS Code | 28439090 |
Toxicity | LD50 orally in Rabbit: >= 5110 mg/kg |
background
Palladium catalyst is a precious metal catalyst made of palladium as the main active component. It is second only to platinum in platinum group metal catalysts. Palladium catalysts show good activity for hydrogenation, oxidation, dehydrogenation, hydrodecomposition reactions, etc. The forms of palladium catalysts are mainly compound and carrier supported. Palladium acetate (Palladiumacetate), also known as palladium acetate, has a yellow-brown or reddish-brown uniform powder in appearance. It is stable in the air and is soluble in toluene, acetic acid, chloroform, dichloromethane, acetone, acetonitrile and ether. It is insoluble in water, dissolved in benzene in a trimer state, and dissolved in glacial acetic acid in a monopolymer.
application
Palladium acetate is a widely used palladium compound. In addition to being an important raw material for palladium plating bath and gas sensitive materials and a raw material for synthesizing other palladium compounds, it is mainly used as a catalyst for the key steps in the synthesis of pharmaceutical or pharmaceutical intermediates. It is mainly used for olefin aromatization (Heckreaction), cross coupling reaction and Suzuki coupling reaction. At the same time, it can also be applied to the carbonylation reaction of alkene and the oxidation of alkene and 2-ol to synthesize ketone. It is widely used in cyclohexanone, adipic acid and caprolactam industries, and is also used in the field of nonlinear optical material synthesis.
Preparation
Palladium acetate was first synthesized by Heffer[1], and its process was prepared by refluxing sponge palladium with glacial acetic acid in the presence of a small amount of nitric acid. Later, after several improvements, nitric acid was changed to perchloric acid, oxygen, NO O2, NO2, NO NO2, etc. At the same time, glacial acetic acid was added to hot palladium sulfate aqueous solution to prepare palladium acetate. However, the process has obvious disadvantages: (1) the reflux reaction time is long, the operation is complicated, the reaction is incomplete, the batch is increased, and the performance is more prominent;(2) If oxygen is used as oxidant, the reaction should be carried out at 810614kPa, and the equipment and operation are complicated;(3) The source of raw materials such as NO and NO2 is difficult;(4) The above reaction may produce a pink insoluble polymer without catalytic activity.
Palladium chloride can be directly reacted with an aqueous solution of sodium hydroxide and sodium formate to obtain sponge palladium, and then it can be used to react with acetic acid and catalytic nitric acid, reflux for half an hour to obtain palladium acetate. However, the literature reports that water-soluble palladium chloride is used as the raw material, the raw material cost is high, and acetone is also used for washing, which is not friendly to the environment.
Solubility | Soluble as monomer in glacial acetic acid or as trimer in benzene. |
pH range of acid-base indicator discoloration | 2.0 - 3.0 at 20 °C |
Sensitivity | Hygroscopic |
Hydrolytic sensitivity | 4: no reaction with water under neutral conditions |
maximum wavelength (& lambda;max) | 400nm(EtOH)(lit.) |
Merck | 14,6991 |
BRN | 6086766 |
EPA chemical information | Acetic acid, palladium(2 ) salt (3375-31-3) |