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3375-31-3

Basic Information
CAS No.: 3375-31-3
Name: Aceticacid, palladium(2+) salt (2:1)
Molecular Structure:
Molecular Structure of 3375-31-3 (Aceticacid, palladium(2+) salt (2:1))
Formula: C4H8O4Pd
Molecular Weight: 226.52
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:
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:
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
7440-05-3

palladium

3375-31-3

palladium diacetate

Conditions
ConditionsYield
With nitric acid; acetic acid In acetic acid Pd-black oxidized with a conc. soln. of HNO3 and glacial acetic acid;
82279-70-7, 1147543-08-5

trans-dinitratodiaquapalladium(II)

64-19-7

acetic acid

A

palladium (II) acetate

B

3375-31-3

palladium diacetate

Conditions
ConditionsYield
In water; acetic acid Pd(II) nitrate dissolved in mixt. of acetic acid and H2O; mixt. stirred for 3 h at room temp.; filtered; washed (glacial acetic acid, ether); dried (vac. over alkali);mixt. extd. (benzene); filtered; filtrate evapd. to dryness at 40.degre e.C in vac.; elem. anal.;A 61%
B n/a

palladium(II) oxide hydrate

64-19-7

acetic acid

3375-31-3

palladium diacetate

Conditions
ConditionsYield
In acetic acid stirring wet, freshly pptd. PdO in glacial AcOH (80°C, 2 h); solvent removal (vac., room temp.; over 10 h), drying (vac., over KOH, 85°C);
64-19-7

acetic acid

palladium dichloride

3375-31-3

palladium diacetate

Conditions
ConditionsYield
With sodium tetrahydroborate; nitric acid reacting PdCl2 and NaBH4, resulting Pd-black oxidation by conc. HNO3 andglacial acetic acid; refluxing with Pd-black in glacial acetic acid;

palladium (II) nitrate

64-19-7

acetic acid

141-78-6

ethyl acetate

3375-31-3

palladium diacetate

Conditions
ConditionsYield
In water soln. of Pd salt heated to 80-90°C, ethyl acetate added, soln. heated to 90-100°C, glacial CH3COOH added gradually at temp. of 100-115°C, pptd.; crystd., ppt. filtered in hot state, 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;
137-18-8

2,5-Dimethyl-1,4-benzoquinone

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

A

50890-67-0

4,5-Diazafluoren-9-one

B

615-90-7

2,5-dimethylhydroquinone

C

3375-31-3

palladium diacetate

Conditions
ConditionsYield
With acetic acid In 1,4-dioxane; tetradeuterioacetic acid at 20℃; for 24h; Equilibrium constant; Inert atmosphere; Glovebox;
3602-55-9

2-tert-butyl-1,4-benzoquinone

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

A

50890-67-0

4,5-Diazafluoren-9-one

B

3375-31-3

palladium diacetate

C

1948-33-0

tert-butylhydroquinone

Conditions
ConditionsYield
With acetic acid In 1,4-dioxane; tetradeuterioacetic acid at 20℃; for 24h; Equilibrium constant; Inert atmosphere; Glovebox;

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

553-97-9

2-Methyl-1,4-benzoquinone

A

50890-67-0

4,5-Diazafluoren-9-one

B

95-71-6

2-methylbenzene-1,4-diol

C

3375-31-3

palladium diacetate

Conditions
ConditionsYield
With acetic acid In 1,4-dioxane; tetradeuterioacetic acid at 20℃; for 24h; Equilibrium constant; Inert atmosphere; Glovebox;

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

106-51-4

p-benzoquinone

A

50890-67-0

4,5-Diazafluoren-9-one

B

3375-31-3

palladium diacetate

C

123-31-9

hydroquinone

Conditions
ConditionsYield
With acetic acid In 1,4-dioxane; tetradeuterioacetic acid at 20℃; for 24h; Equilibrium constant; Inert atmosphere; Glovebox;
695-99-8

2-Chloro-1,4-benzoquinone

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

A

50890-67-0

4,5-Diazafluoren-9-one

B

3375-31-3

palladium diacetate

C

615-67-8

chloro-p-hydroquinone

Conditions
ConditionsYield
With acetic acid In 1,4-dioxane; tetradeuterioacetic acid at 20℃; for 24h; Equilibrium constant; Inert atmosphere; Glovebox;
345964-51-4

6-bromo-3,4-dihydro-4,4-dimethyl-8-vinylspiro[2H-1-benzopyran-2,1'-cyclopropane]

3375-31-3

palladium diacetate

345964-52-5

6-bromo-8-cyclopropyl-3,4-dihydro-4,4-dimethylspiro[2H-1-benzopyran-2,1'-cyclopropane]

Conditions
ConditionsYield
In diethyl ether100%
In diethyl ether100%

N-allyloxycarbonylvaline methyl ester

29681-57-0

tert-butyldimethylsilane

3375-31-3

palladium diacetate

N-t-butyldimethylsilyloxycarbonylvaline methyl ester

Conditions
ConditionsYield
With ammonium chloride; triethylamine In dichloromethane100%
3375-31-3

palladium diacetate

124398-54-5

10,10-dimethyl-9,11-dioxo-1,5-dithia-8,12-diazacyclotetradecane

{Pd(C(CH3)2(CONHC2H4SCH2)2CH2)}

Conditions
ConditionsYield
With potassium carbonate In methanol; water Pd(OAc)2 react with the ligand in MeOH/H2O (1:1) containing K2CO3 (pH 9) at 15°C within 1 h; monitored by silica gel tlc (Kiesel gel 60 F254, MeOH) or hplc (weak cation resin, 0.1 m KH2PO4, detection: UV); elem. anal.;100%
3375-31-3

palladium diacetate

65-85-0

benzoic acid

dibenzoatopalladium(II)

Conditions
ConditionsYield
In benzene-d6 heating at 90°C;100%
In benzene Pd-compd. soln. stirring (1 h), filtration, org. acid addn., stirring; solvent evapn., washing (acetone), recrystn. (benzene), drying (vac.);85%
106995-39-5

(2-pyridylphenyl)mercury(II) chloride tetramer

3375-31-3

palladium diacetate

2-(2'-pyridyl)phenylpalladium(II) acetate * 0.5H2O

Conditions
ConditionsYield
With water In ethanol; dichloromethane a suspn. of Hg-compound in EtOH was added to a soln. of Pd(OAc)2 in CH2Cl2, mixt. was heated under reflux for 4 h; filtered through Celite, filtrate concd. in vacuo until a solid began to separate, ppt. was filtered off and dried; elem. anal.;100%
103-83-3

N,N'-dimethylbenzylamine

3375-31-3

palladium diacetate

95-53-4

o-toluidine

93916-94-0

bisacetato-N,N-dimethylbenzylamine-o-toluidinepalladium(II)

Conditions
ConditionsYield
In dichloromethane o-toluidine in CH2Cl2 was added dropwise to Pd acetate in CH2Cl2, stirring for 5 min, Me2NCH2C6H5 in CH2Cl2 was added, stirring for 10 min; evapn., stirring with light petroleum, filtration; elem. anal.;100%
3375-31-3

palladium diacetate

3,6-bis(4'-(butyloxy)phenyl)pyridazine

438000-80-7, 373387-81-6

bis(μ-acetato)bis[3,6-bis(4'-(butyloxy)phenyl)pyridazine]dipalladium

Conditions
ConditionsYield
In acetic acid addn. of Pd acetate (2.63E-4 mol) to soln. of the pyridazine (2.63E-4 mol) in acetic acid, heating at 60°C for 6 h; solvent was removed;100%
3375-31-3

palladium diacetate

3,6-bis(4'-(butyloxy)phenyl)pyridazine

373387-81-6, 438000-80-7

dipalladium(μ-acetato)-3,6-bis(4'-butyloxyphenyl)pyridazine

Conditions
ConditionsYield
In acetic acid a soln. of pyridazine and Pd salt (1:1) in acetic acid heated at 60°C for 48 h; the solvent removed to yield a solid;100%
3375-31-3

palladium diacetate

120317-69-3

1,4-dimethyl-1,2,4-triazolium iodide

cis-diiodobis(1,4-dimethyl-4,5-dihydro-1H-1,2,4-triazol-5-ylidene)palladium(II)

Conditions
ConditionsYield
In tetrahydrofuran byproducts: HOAc; N2-atmosphere; refluxing Pd(OAc)2 with 2 equiv. of triazole derivative for 10 min; pptn. on cooling, solvent removal, washing (PhMe, H2O); elem. anal.;100%
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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.

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