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3375-31-3

Basic Information
CAS No.: 3375-31-3
Name: Aceticacid, palladium(2+) salt (2:1)
Article Data: 28
Cas Database
Molecular Structure:
Molecular Structure of 3375-31-3 (Aceticacid, palladium(2+) salt (2:1))
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
Density: N/A
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: IrritantXi; HarmfulXn
Risk Codes: 41-36/37/38-40
Safety: 26-36/37/39
Transport Information: N/A
PSA: 80.26000
LogP: -2.48760
Synthetic route
7440-05-3

palladium

64-19-7

acetic acid

3375-31-3

palladium diacetate

Conditions
ConditionsYield
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%
3240-34-4

[bis(acetoxy)iodo]benzene

palladium(II) iodide

3375-31-3

palladium diacetate

Conditions
ConditionsYield
With iodine In dichloromethane mixt. of PdI2, PhI(OAc)2 and I2 in CH2Cl2 stirred at 24°C for 1 h;

[PdI(μ-4,5-diazafluoren-9-one)(acetato)]2

A

50890-67-0

4,5-Diazafluoren-9-one

B

3375-31-3

palladium diacetate

Conditions
ConditionsYield
With oxygen; sodium acetate In 1,4-dioxane at 80℃; under 760.051 Torr;

palladium (II) nitrate

64-19-7

acetic acid

3375-31-3

palladium diacetate

Conditions
ConditionsYield
for 24h; Inert atmosphere; Reflux;90%
82279-70-7, 1147543-08-5

trans-dinitratodiaquapalladium(II)

64-19-7

acetic acid

3375-31-3

palladium diacetate

Conditions
ConditionsYield
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%

palladium (II) nitrate

108-24-7

acetic anhydride

3375-31-3

palladium diacetate

Conditions
ConditionsYield
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

[Pd(1,2-bis(diphenylphosphanyl)ethane)2](CH3COO)2

B

3375-31-3

palladium diacetate

C

7440-05-3

palladium

Conditions
ConditionsYield
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;

(1,10-phenanthrolino)2-tetrapalladium(CO)(acetate)4

A

(1,10-phenanthrolino)2-tetrapalladium(acetate)2

B

(1,10-phenanthrolino)-tetrapalladium(acetate)

C

(1,10-phenanthrolino)2-tetrapalladium(acetate)3

D

3375-31-3

palladium diacetate

E

diacetato(1,10-phenantroline)palladium(II)

Conditions
ConditionsYield
With oxygen In acetic acid byproducts: CO2; heating of complex in AcOH in O2 atmosphere at 90°C;

palladium (II) acetate

3375-31-3

palladium diacetate

Conditions
ConditionsYield
With nitric or HClO4 or methanesulfonic acid In acetic acid
With nitric or HClO4 or methanesulfonic acid In diethyl ether

palladium dichloride

3375-31-3

palladium diacetate

Conditions
ConditionsYield
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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    Name Palladium(II) acetate Structural Formula CAS No. 3375-31-3 Molecular Formula P

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    3375-31-3 /Palladium diacetate Palladium diacetate Basic information Product Name: Palladium diacetate Synonyms: ACETIC ACID PALLADIUM(II) SALT;PALLADIUM ACETATE;PALLADIUM(+2)ACETATE;P

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Consensus Reports

Reported in EPA TSCA Inventory.

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.