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| CAS No.: | 3375-31-3 |
|---|---|
| Name: | Palladium (II) Acetate |
| Article Data: | 28 |
| Molecular Structure: | |
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|
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| Formula: | C4H8O4Pd |
| Molecular Weight: | 673.528 |
| Synonyms: | Aceticacid, palladium(2+) salt (8CI,9CI);Palladium acetate (Pd(OAc)2)(7CI);Acetic acid palladium salt;Bis(acetato)palladium;Diacetatopalladium;Diacetoxypalladium;Palladium acetate (Pd(OCOCH3)2);Palladium(2+) acetate;Palladium(2+) diacetate;Palladium(II) acetate;Palladous acetate;Acetic acid, palladium(2+) salt (2:1);palladium acetate;Palladium(2+) diacetate;palladium(ii) acetate;palladium(II)-acetate; |
| EINECS: | 222-164-4 |
| Melting Point: | 205 °C |
| Boiling Point: | 117.1 °C at 760 mmHg |
| Flash Point: | 40 °C |
| Solubility: | Insoluble in water |
| Appearance: | brown needles |
| Hazard Symbols: |
 Xi;  Xn
|
| Risk Codes: | 41-36/37/38-40 |
| Safety: | 26-36/37/39 |
| PSA: | 80.26000 |
| LogP: | -2.48760 |
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| Conditions | Yield |
|---|---|
| With nitric acid In nitric acid; acetic acid boiling Pd-sponge in mixt. of glacial AcOH and concd. HNO3 (100:3 v/v), addn. of further Pd to end of evolution of N-oxides (if necessary); hot filtration, cooling (crystn.), washing (AcOH, water), drying in air; | 99% |
| With nitric acid for 0.5h; Reflux; | 92% |
| With nitric acid In acetic acid Pd oxidized with HNO3 in CH3COOH for 30 h according to Stephenson, T.A.,Morehouse, S.M., Powell, A.R., Heffer, J.P., and Wilkinson, G., J. Chem . Soc., 1965, vol. 6, no. 6, p. 3632; crystd.; | 80% |
| Conditions | Yield |
|---|---|
| With iodine In dichloromethane mixt. of PdI2, PhI(OAc)2 and I2 in CH2Cl2 stirred at 24°C for 1 h; |
A
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4,5-Diazafluoren-9-one
B
- 3375-31-3
palladium diacetate
| Conditions | Yield |
|---|---|
| With oxygen; sodium acetate In 1,4-dioxane at 80℃; under 760.051 Torr; |
| Conditions | Yield |
|---|---|
| for 24h; Inert atmosphere; Reflux; | 90% |
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acetic acid
- 3375-31-3
palladium diacetate
| Conditions | Yield |
|---|---|
| In acetic acid Pd(II) nitrate dissolved in anhyd. acetic acid; stirred for 3 h at room temp.; suspn. diluted with acetic acid; centrifuged; washed (H2O, acetone); dried (vac., NaOH); elem. anal.; | 85% |
| Conditions | Yield |
|---|---|
| In water soln. of Pd salt heated to 90°C, acetic anhydride added in a 2-4 molar excess to Pd; crystd., ppt. filtered, washed (hot glacial CH3COOH, 100-115°C), dried in air at room temp. or in drying box at temp. of up to 150°C; elem. anal., detd. by XRD, DTA; | 80% |
- 73727-99-8
Pd(1,2-bis(diphenylphosphinoethane))(OCOMe)2
B
- 3375-31-3
palladium diacetate
C
- 7440-05-3
palladium
| Conditions | Yield |
|---|---|
| With 1,4-benzoquinone; CO; ethene In d(4)-methanol (N2); using Schlenk techniques; charging of NMR tube with a soln. of Pd(OAc)2(dppe) in CD3OD at room temp.; addn. of TsOH and 1,4-benzoquinone; holding for 1 h at room temp., treatment with CO/ethene (1:1) at 40 bar;heating at 85°C for 1 h; not isolated, detected by NMR; |
D
- 3375-31-3
palladium diacetate
| Conditions | Yield |
|---|---|
| With oxygen In acetic acid byproducts: CO2; heating of complex in AcOH in O2 atmosphere at 90°C; |
- 3375-31-3
palladium diacetate
| Conditions | Yield |
|---|---|
| With nitric or HClO4 or methanesulfonic acid In acetic acid | |
| With nitric or HClO4 or methanesulfonic acid In diethyl ether |
- 3375-31-3
palladium diacetate
| Conditions | Yield |
|---|---|
| With potassium hydroxide; sodium tetrahydroborate; acetic acid In nitric acid; acetic acid addn. of KOH to an aq. soln. of PdCl2 to pH 8-9, reduction to Pd with NaBH4 (washing Cl(1-) free with H2O and CH3CO2H), addn. of glacial acetic acid and concd. HNO3, mixture was heated to boiling point during 1-1.5 h and boiled 4-5 h; filtn., evapn. of filtrate to 1/3 of orginal volume, crystn. on cooling, filtn., drying in a vacuum desiccator (over KOH); process yields Pd(OAc)2 free from Pd-nitrate; | 70-75 |
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Consensus Reports
Specification
The Palladium diacetate, with the CAS registry number 3375-31-3 and EINECS registry number 222-164-4, has the systematic name and IUPAC name of palladium(2+) diacetate. The molecular formula of this chemical is C4H8O4Pd. It is a brown needles which is hygroscopic, and insoluble in water.
The Palladium diacetate is a catalyst for many organic reactions by combining with many common classes of organic compounds such as alkenes, dienes, and alkyl, aryl, and vinyl halides to form reactive adducts. It is also used as oxidizer in some organic synthesis.
The physical properties of Palladium diacetate are as following: (1)ACD/LogP: -0.29; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.07; (4)ACD/LogD (pH 7.4): -2.86; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 2.73; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 37.3 Å2; (13)Flash Point: 40 °C; (14)Enthalpy of Vaporization: 23.7 kJ/mol; (15)Boiling Point: 117.1 °C at 760 mmHg; (16)Vapour Pressure: 13.9 mmHg at 25°C.
Preparation of Palladium diacetate: Add 10g spongy palladium to the 250ml glacial acetic acid and 9ml concentrated nitric acid solution, and relux it with heat. Filter the brown solution, and cool it down, you can get the orange brown crystals. Wash it with acetic acid and water, and dry in the air. Dissolve it with hot benzene, and add half volume of glacial acetic acid. The benzene will evaporate, and left large crystalline product.
Pd+HNO3+2CH3COOH→Pd(OCOCH3)2+2NO2+2H2O
Uses of Palladium diacetate: It can be used to produce other palladium(II) compounds. For example, phenylpalladium acetate, used to isomerize allylic alcohols to aldehydes, is prepared by the following reaction:
Hg(C6H5)(CH3COO) + Pd(CH3COO)2 → Pd(C6H5)(O2CCH3) + Hg(O2CCH3)2
You should be cautious while dealing with this chemical. It irritates eyes, respiratory system and skin. There's limited evidence of a carcinogenic effect about this chemical, and it has risk of serious damage to eyes. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: [Pd+2].[O-]C(=O)C.[O-]C(=O)C
(2)InChI: InChI=1/2C2H4O2.Pd/c2*1-2(3)4;/h2*1H3,(H,3,4);/q;;+2/p-2
(3)InChIKey: YJVFFLUZDVXJQI-NUQVWONBAH
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | oral | 2100mg/kg (2100mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 51(12), Pg. 88, 1986. |