Palladium diacetate supplier

Name
Palladium (II) Acetate
EINECS 222-164-4
CAS No. 3375-31-3
Article Data28
CAS DataBase
Density
Solubility Insoluble in water
Melting Point 205 °C
Formula C₄H₈O₄Pd
Boiling Point 117.1 °C at 760 mmHg
Molecular Weight 673.528
Flash Point 40 °C
Transport Information
Appearance brown needles
Safety 26-36/37/39
Risk Codes 41-36/37/38-40
Molecular Structure
Hazard Symbols Xi; Xn
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;
PSA 80.26000
LogP -2.48760

Synthetic route

: 7440-05-3
palladium

: 64-19-7
acetic acid

: 3375-31-3
palladium diacetate

Conditions

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%

: 3240-34-4
[bis(acetoxy)iodo]benzene

: palladium(II) iodide

: 3375-31-3
palladium diacetate

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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%

: palladium (II) nitrate

: 108-24-7
acetic anhydride

: 3375-31-3
palladium diacetate

Conditions

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

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

B: 3375-31-3
palladium diacetate

C: 7440-05-3
palladium

Conditions

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;

...Expand

: (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

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

...Expand

: palladium (II) acetate

: 3375-31-3
palladium diacetate

Conditions

Conditions	Yield
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

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

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

: 7440-05-3
palladium

: 3375-31-3
palladium diacetate

Conditions

Conditions	Yield
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

Conditions	Yield
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

...Expand

: palladium(II) oxide hydrate

: 64-19-7
acetic acid

: 3375-31-3
palladium diacetate

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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;

...Expand

: 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

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

...Expand

: 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

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

...Expand

: [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

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

...Expand

: [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

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

...Expand

: 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

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

...Expand

: 186581-53-3, 908094-01-9
diazomethane

: 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

Conditions	Yield
In diethyl ether	100%
In diethyl ether	100%

...Expand

: N-allyloxycarbonylvaline methyl ester

: 29681-57-0
tert-butyldimethylsilane

: 3375-31-3
palladium diacetate

: N-t-butyldimethylsilyloxycarbonylvaline methyl ester

Conditions

Conditions	Yield
With ammonium chloride; triethylamine In dichloromethane	100%

...Expand

: 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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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%

...Expand

: 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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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%

Palladium diacetate Consensus Reports

Reported in EPA TSCA Inventory.

Palladium diacetate 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.

Product Name

Palladium (II) Acetate

Synthetic route

Palladium diacetate Consensus Reports

Palladium diacetate Specification

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