Product Name

  • Name

    Dichloro(1,5-cyclooctadiene)palladium(II)

  • EINECS 235-161-8
  • CAS No. 12107-56-1
  • Article Data20
  • CAS DataBase
  • Density
  • Solubility insoluble in water
  • Melting Point 210 °C (dec.)(lit.)
  • Formula C8H12Cl2Pd
  • Boiling Point 153.5 °C at 760 mmHg
  • Molecular Weight 285.509
  • Flash Point 31.7 °C
  • Transport Information
  • Appearance brown-black crystals
  • Safety 26-37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 12107-56-1 (Dichloro(1,5-cyclooctadiene)palladium(II))
  • Hazard Symbols IrritantXi
  • Synonyms Palladium,dichloro(1,5-cyclooctadiene)- (6CI,7CI,8CI);1,5-Cyclooctadiene, palladiumcomplex;(1,5-Cyclooctadiene)palladium dichloride;Dichloro(1,5-cyclooctadiene)palladium;Dichloro(cyclooctadiene)palladium;Dichloro(h4-1,5-cyclooctadiene)palladium;Dichloro[(1,2,5,6-h)-1,5-cyclooctadiene]palladium;NSC 169973;
  • PSA 0.00000
  • LogP 4.05180

Synthetic route

1,5-cis,cis-cyclooctadiene
1552-12-1, 111-78-4

1,5-cis,cis-cyclooctadiene

palladium dichloride

palladium dichloride

dichloro(1,5-cyclooctadiene)palladium(II)
12107-56-1

dichloro(1,5-cyclooctadiene)palladium(II)

Conditions
ConditionsYield
Stage #1: palladium dichloride With hydrogenchloride In water Inert atmosphere; Schlenk technique;
Stage #2: 1,5-cis,cis-cyclooctadiene In ethanol; water Inert atmosphere; Schlenk technique;
98%
Stage #1: palladium dichloride With hydrogenchloride In ethanol
Stage #2: 1,5-cis,cis-cyclooctadiene In ethanol
palladium dichloride

palladium dichloride

1,5-dicyclooctadiene
5259-72-3, 10060-40-9, 111-78-4

1,5-dicyclooctadiene

dichloro(1,5-cyclooctadiene)palladium(II)
12107-56-1

dichloro(1,5-cyclooctadiene)palladium(II)

Conditions
ConditionsYield
In hydrogenchloride; ethanol for 0.333333h; liquid HCl;96%
In methanol suspn. of PdCl2 (28.2 mmol) in MeOH reacted with COD (84.6 mmol) for 48 h at room temp. with stirring; filtered off, washed (MeOH), vacuum-dried;91%
In methanol at 20℃; for 48h;84%
With hydrogenchloride In water
hydrogenchloride
7647-01-0

hydrogenchloride

palladium dichloride

palladium dichloride

1,5-dicyclooctadiene
5259-72-3, 10060-40-9, 111-78-4

1,5-dicyclooctadiene

dichloro(1,5-cyclooctadiene)palladium(II)
12107-56-1

dichloro(1,5-cyclooctadiene)palladium(II)

Conditions
ConditionsYield
Stage #1: hydrogenchloride; palladium dichloride at 20℃; Inert atmosphere;
Stage #2: cyclo-octa-1,5-diene for 0.333333h; Inert atmosphere;
95%
sodium chloride
7647-14-5

sodium chloride

palladium dichloride

palladium dichloride

1,5-dicyclooctadiene
5259-72-3, 10060-40-9, 111-78-4

1,5-dicyclooctadiene

dichloro(1,5-cyclooctadiene)palladium(II)
12107-56-1

dichloro(1,5-cyclooctadiene)palladium(II)

Conditions
ConditionsYield
In methanol for 19h;93%
chloroform-d1
865-49-6

chloroform-d1

[Pd(acetonyl)Cl]

[Pd(acetonyl)Cl]

1,5-dicyclooctadiene
5259-72-3, 10060-40-9, 111-78-4

1,5-dicyclooctadiene

dichloro(1,5-cyclooctadiene)palladium(II)
12107-56-1

dichloro(1,5-cyclooctadiene)palladium(II)

[Pd(acetonyl)Cl(1,5-cyclooctadiene)]
1042309-89-6

[Pd(acetonyl)Cl(1,5-cyclooctadiene)]

Conditions
ConditionsYield
In acetone under N2; cyclooctadiene added to suspn. of Pd complex in acetone; detd. by (1)H NMR spectra in CDCl3;
[Pd(acetonyl)Cl(1,5-cyclooctadiene)]
1042309-89-6

[Pd(acetonyl)Cl(1,5-cyclooctadiene)]

dichloro(1,5-cyclooctadiene)palladium(II)
12107-56-1

dichloro(1,5-cyclooctadiene)palladium(II)

Conditions
ConditionsYield
In not given slowly decompd. in chlorinated solvents;
dichloro(1,5-cyclooctadiene)palladium(II)
12107-56-1

dichloro(1,5-cyclooctadiene)palladium(II)

1-[N,N’,N’’-trimethyl-(4-butyl)ammonium]-4-(2-pyridyl)-1H-1,2,3-triazolechloride
1425562-48-6

1-[N,N’,N’’-trimethyl-(4-butyl)ammonium]-4-(2-pyridyl)-1H-1,2,3-triazolechloride

[palladium(II) 1-(4-N,N’,N’’-trimethylbutylammonium)-4-(2-pyridyl)-1H-1,2,3-triazoledichloride]chloride
1425725-67-2

[palladium(II) 1-(4-N,N’,N’’-trimethylbutylammonium)-4-(2-pyridyl)-1H-1,2,3-triazoledichloride]chloride

Conditions
ConditionsYield
In methanol; dichloromethane for 1h;100%
dichloro(1,5-cyclooctadiene)palladium(II)
12107-56-1

dichloro(1,5-cyclooctadiene)palladium(II)

tripiperidino-phosphine
13954-38-6

tripiperidino-phosphine

dichloro{bis[1,1’,1’’-(phosphinetriyl)tripiperidine]}palladium(II)
68494-72-4, 955117-31-4

dichloro{bis[1,1’,1’’-(phosphinetriyl)tripiperidine]}palladium(II)

Conditions
ConditionsYield
In toluene at 20℃; for 0.166667h;100%
dichloro(1,5-cyclooctadiene)palladium(II)
12107-56-1

dichloro(1,5-cyclooctadiene)palladium(II)

(trimethylsilyl)methylmagnesium chloride
13170-43-9

(trimethylsilyl)methylmagnesium chloride

bis[(trimethylsilyl)methyl](1,5-cyclooctadiene)palladium(II)
225931-80-6

bis[(trimethylsilyl)methyl](1,5-cyclooctadiene)palladium(II)

Conditions
ConditionsYield
In diethyl ether at -25℃; for 1.5h; Inert atmosphere;100%
In diethyl ether at 0℃; for 0.5h; Inert atmosphere;72%
In diethyl ether at 0℃; for 0.333333h; Inert atmosphere;65%
dichloro(1,5-cyclooctadiene)palladium(II)
12107-56-1

dichloro(1,5-cyclooctadiene)palladium(II)

[{Fe(κ2-dppe)(η5-C5Me5)(C≡C)PPh2}2][PF6]2

[{Fe(κ2-dppe)(η5-C5Me5)(C≡C)PPh2}2][PF6]2

[{[Fe(κ2-dppe)(η5-C5Me5)(C≡CPPh2)]Pd(μ-Cl)Cl}2][PF6]2

[{[Fe(κ2-dppe)(η5-C5Me5)(C≡CPPh2)]Pd(μ-Cl)Cl}2][PF6]2

Conditions
ConditionsYield
In dichloromethane at 20℃; for 1h; Inert atmosphere; Schlenk technique;100%
dichloro(1,5-cyclooctadiene)palladium(II)
12107-56-1

dichloro(1,5-cyclooctadiene)palladium(II)

[{Fe(κ2-dppe)(η5-C5Me5)(C≡C)PPh2}2][PF6]2

[{Fe(κ2-dppe)(η5-C5Me5)(C≡C)PPh2}2][PF6]2

[trans-{Fe(κ2-dppe)(η5-C5Me5)(C≡CPPh2)}2PdCl2][PF6]2

[trans-{Fe(κ2-dppe)(η5-C5Me5)(C≡CPPh2)}2PdCl2][PF6]2

Conditions
ConditionsYield
In dichloromethane at 20℃; for 1h; Inert atmosphere; Schlenk technique;100%
dichloro(1,5-cyclooctadiene)palladium(II)
12107-56-1

dichloro(1,5-cyclooctadiene)palladium(II)

C18H34NP2(1-)*Tl(1+)

C18H34NP2(1-)*Tl(1+)

[(2,5-bis((di-iso-propylphosphino)methyl)pyrrole(-H))PdCl]

[(2,5-bis((di-iso-propylphosphino)methyl)pyrrole(-H))PdCl]

Conditions
ConditionsYield
In toluene for 2h; Inert atmosphere; Glovebox;100%
dichloro(1,5-cyclooctadiene)palladium(II)
12107-56-1

dichloro(1,5-cyclooctadiene)palladium(II)

2-(diphenylphosphino)pyridine
37943-90-1

2-(diphenylphosphino)pyridine

bis(diphenyl-2-pyridylphosphine)palladium(II) dichloride
78088-45-6, 38255-46-8, 84773-43-3, 1246525-11-0

bis(diphenyl-2-pyridylphosphine)palladium(II) dichloride

Conditions
ConditionsYield
In dichloromethane N2 atm., 20°C, 45 min;99%
In dichloromethane (Schlenk, N2) phosphine was added to a soln. of complex in CH2Cl2, the mixt. was stirred for 30 min; reduced in vol. in vac., diethyl ether was added, the solid was filtered, washed with diethyl ether and dried in vac.; elem. anal.;91%
dichloro(1,5-cyclooctadiene)palladium(II)
12107-56-1

dichloro(1,5-cyclooctadiene)palladium(II)

(PPh2N(Me))2CO
125655-26-7

(PPh2N(Me))2CO

[{Ph2PN(Me)}2CO]PdCl2
263552-27-8

[{Ph2PN(Me)}2CO]PdCl2

Conditions
ConditionsYield
99%
dichloro(1,5-cyclooctadiene)palladium(II)
12107-56-1

dichloro(1,5-cyclooctadiene)palladium(II)

2,6-bis(1-mesityl-1H-imidazol-3-ium-3-yl)pyridine dibromide

2,6-bis(1-mesityl-1H-imidazol-3-ium-3-yl)pyridine dibromide

((2,6-bis[3-(mesityl)imidazol-2-ylidene]pyridine)(chloro)palladium) chloride

((2,6-bis[3-(mesityl)imidazol-2-ylidene]pyridine)(chloro)palladium) chloride

Conditions
ConditionsYield
In tetrahydrofuran THF soln. ligand was added dropwise to cold (-50°C) soln. Pd(cod)Cl2 in THF, allowed to warm to room temp. and stirred fir 6 h; volatiles were evapd. under vac., residue was washed with petroleum and dried in vacuo;99%
dichloro(1,5-cyclooctadiene)palladium(II)
12107-56-1

dichloro(1,5-cyclooctadiene)palladium(II)

2,6-bis(3-(2,6-diisopropylphenyl)imidazolium)pyridine dibromide

2,6-bis(3-(2,6-diisopropylphenyl)imidazolium)pyridine dibromide

((2,6-bis[3-(2,6-diisopropylphenyl)imidazol-2-ylidene]pyridine)(chloro)palladium) chloride

((2,6-bis[3-(2,6-diisopropylphenyl)imidazol-2-ylidene]pyridine)(chloro)palladium) chloride

Conditions
ConditionsYield
In tetrahydrofuran THF soln. ligand was added dropwise to cold (-50°C) soln. Pd(cod)Cl2 in THF, allowed to warm to room temp. and stirred fir 6 h; volatiles were evapd. under vac., residue was washed with petroleum and dried in vacuo;99%
dichloro(1,5-cyclooctadiene)palladium(II)
12107-56-1

dichloro(1,5-cyclooctadiene)palladium(II)

1'-(diphenylphosphinomethyl)-2,5-dicyclohexyl-1-phosphaferrocene
803740-05-8

1'-(diphenylphosphinomethyl)-2,5-dicyclohexyl-1-phosphaferrocene

dichloro[1'-(diphenylphosphinomethyl)-2,5-dicyclohexyl-1-phosphaferrocene]palladium(II)
803739-90-4

dichloro[1'-(diphenylphosphinomethyl)-2,5-dicyclohexyl-1-phosphaferrocene]palladium(II)

Conditions
ConditionsYield
In dichloromethane byproducts: cod; (N2 or Ar); using Schlenk techniques; stirring of equimolar mixt. of PdCl2(cod) and (PPh2CH2C5H4)Fe(C4H2PCy2) in CH2Cl2 for 30 min at room temp.; removal of all volatiles under reduced pressure, dissolving in min. amt.of CH2Cl2; recrystn. by slow diffusion of pentane into the CH2Cl2 soln. at room temp.; elem. anal.;99%
In chloroform-d1 (N2 or Ar); using Schlenk techniques; treatment of (PPh2CH2C5H4)Fe(C4H2PCy)2 with an equimolar of PdCl2(cod) in CDCl2; monitoring by NMR;
dichloro(1,5-cyclooctadiene)palladium(II)
12107-56-1

dichloro(1,5-cyclooctadiene)palladium(II)

1'-[2-(diphenylphosphino)ethyl]-2,5-dicyclohexyl-1-phosphaferrocene
803740-07-0

1'-[2-(diphenylphosphino)ethyl]-2,5-dicyclohexyl-1-phosphaferrocene

dichloro[1'-[2-(diphenylphosphino)ethyl]-2,5-dicyclohexyl-1-phosphaferrocene]palladium(II)
803739-95-9

dichloro[1'-[2-(diphenylphosphino)ethyl]-2,5-dicyclohexyl-1-phosphaferrocene]palladium(II)

Conditions
ConditionsYield
In dichloromethane byproducts: cod; (N2 or Ar); using Schlenk techniques; stirring of equimolar mixt. of PdCl2(cod) and (PPh2CH2CH2C5H4)Fe(C4H2PCy2) in CH2Cl2 for 30 min at room temp.; removal of all volatiles under reduced pressure, dissolving in min. amt.of CH2Cl2; recrystn. by slow diffusion of pentane into the CH2Cl2 soln. at room temp.; elem. anal.;99%
In chloroform-d1 byproducts: cod; (N2 or Ar); using Schlenk techniques; treatment of (PPh2CH2CH2C5H4)Fe(C4H2PCy)2 (PP2) with PdCl2(cod) (6) in CDCl2 at molar ratio (PP2/6=1) at room temp.; monitoring by NMR;
dichloro(1,5-cyclooctadiene)palladium(II)
12107-56-1

dichloro(1,5-cyclooctadiene)palladium(II)

tripiperidino-phosphine
13954-38-6

tripiperidino-phosphine

dicloro(bis(1,1',1''-(phosphinetriyl)tripiperidine))palladium
955117-31-4, 68494-72-4

dicloro(bis(1,1',1''-(phosphinetriyl)tripiperidine))palladium

Conditions
ConditionsYield
In toluene two equivalents of phosphine-compd. added to Pd-compd. in toluene under N2 at room temp.;99%
dichloro(1,5-cyclooctadiene)palladium(II)
12107-56-1

dichloro(1,5-cyclooctadiene)palladium(II)

(α,α'-bis[3-(2,6-diisopropylphenyl)imidazol-2-ylidene]-o-xylene) disilver dichloride

(α,α'-bis[3-(2,6-diisopropylphenyl)imidazol-2-ylidene]-o-xylene) disilver dichloride

dichloro(α,α'-bis[3-(2,6-diisopropylphenyl)imidazol-2-ylidene]-o-xylene)palladium

dichloro(α,α'-bis[3-(2,6-diisopropylphenyl)imidazol-2-ylidene]-o-xylene)palladium

Conditions
ConditionsYield
In dichloromethane soln. silver carbene complex and (cod)PdCl2 in CH2Cl2 was stirred at room temp. for 24 h; elem. anal.;99%
dichloro(1,5-cyclooctadiene)palladium(II)
12107-56-1

dichloro(1,5-cyclooctadiene)palladium(II)

C348H276N27O18P21S6

C348H276N27O18P21S6

C348H276Cl24N27O18P21Pd12S6

C348H276Cl24N27O18P21Pd12S6

Conditions
ConditionsYield
In dichloromethane a soln. in CH2Cl2 was stirred for 3 h at room temp. (Ar); evapd. to dryness, washed with THF-pentane, dried in vac.; elem. anal.;99%
dichloro(1,5-cyclooctadiene)palladium(II)
12107-56-1

dichloro(1,5-cyclooctadiene)palladium(II)

diethyl ether
60-29-7

diethyl ether

2,6-bis(3-mesitylimidazolin-2-ylidene)pyridine disilver dichloride

2,6-bis(3-mesitylimidazolin-2-ylidene)pyridine disilver dichloride

((2,6-bis[3-(mesityl)imidazol-2-ylidene]pyridine)(chloro)palladium) silver dichloride

((2,6-bis[3-(mesityl)imidazol-2-ylidene]pyridine)(chloro)palladium) silver dichloride

Conditions
ConditionsYield
In dichloromethane CH2Cl2soln. silver carbene complex was added dropwise to soln.(cod)PdCl2in CH2Cl2 and stirred at room temp. for 24 h; react. mixt. was filtered, solvent was removed under vac., residue was washed with Et2O, and recrystd. from CH2Cl2/Et2O; elem. anal.;99%
dichloro(1,5-cyclooctadiene)palladium(II)
12107-56-1

dichloro(1,5-cyclooctadiene)palladium(II)

2,6-bis(3-(2,6-diisopropylphenyl)imidazolin-2-ylidene)pyridine disilver dichloride

2,6-bis(3-(2,6-diisopropylphenyl)imidazolin-2-ylidene)pyridine disilver dichloride

((2,6-bis[3-(2,6-diisopropylphenyl)imidazol-2-ylidene]pyridine)(chloro)palladium) chloride/(silver dichloride) salt

((2,6-bis[3-(2,6-diisopropylphenyl)imidazol-2-ylidene]pyridine)(chloro)palladium) chloride/(silver dichloride) salt

Conditions
ConditionsYield
In dichloromethane CH2Cl2soln. silver carbene complex was added dropwise to soln.(cod)PdCl2in CH2Cl2 and stirred at room temp. for 24 h; elem. anal.;99%
dichloro(1,5-cyclooctadiene)palladium(II)
12107-56-1

dichloro(1,5-cyclooctadiene)palladium(II)

2,6-bis(3-mesitylimidazolin-2-ylidene)lutidine disilver dichloride

2,6-bis(3-mesitylimidazolin-2-ylidene)lutidine disilver dichloride

((α,α-bis[3-(mesityl)imidazol-2-ylidene]lutidine)(chloro)palladium) chloride/(silver dichloride) salt

((α,α-bis[3-(mesityl)imidazol-2-ylidene]lutidine)(chloro)palladium) chloride/(silver dichloride) salt

Conditions
ConditionsYield
In dichloromethane CH2Cl2soln. silver carbene complex was added dropwise to soln.(cod)PdCl2in CH2Cl2 and stirred at room temp. for 24 h; elem. anal.;99%
dichloro(1,5-cyclooctadiene)palladium(II)
12107-56-1

dichloro(1,5-cyclooctadiene)palladium(II)

2,6-bis(3-(2,6-diisopropylphenyl)imidazolin-2-ylidene)lutidine disilver dichloride

2,6-bis(3-(2,6-diisopropylphenyl)imidazolin-2-ylidene)lutidine disilver dichloride

((α,α-bis[3-(2,6-diisopropylphenyl)imidazol-2-ylidene]lutidine)(chloro)palladium) chloride/(silver dichloride) salt

((α,α-bis[3-(2,6-diisopropylphenyl)imidazol-2-ylidene]lutidine)(chloro)palladium) chloride/(silver dichloride) salt

Conditions
ConditionsYield
In dichloromethane CH2Cl2soln. silver carbene complex was added dropwise to soln.(cod)PdCl2in CH2Cl2 and stirred at room temp. for 24 h; elem. anal.;99%
dichloro(1,5-cyclooctadiene)palladium(II)
12107-56-1

dichloro(1,5-cyclooctadiene)palladium(II)

benzyldiisopropylphosphine
257870-28-3

benzyldiisopropylphosphine

[Pd(benzyldiisopropylphosphine)2Cl2]
1013428-49-3, 675140-26-8

[Pd(benzyldiisopropylphosphine)2Cl2]

Conditions
ConditionsYield
In tetrahydrofuran (N2); glovebox and Schlenk technique; P ligand (2 equiv.) was added to soln. of Pd compd. in THF; stirred at room temp. for 5 min; filtered through cotton pad; solvent removed (vac.); washed (pentane); dried (vac.); elem. anal.;99%
dichloro(1,5-cyclooctadiene)palladium(II)
12107-56-1

dichloro(1,5-cyclooctadiene)palladium(II)

1,1',2,3-tetrakis(diphenylphosphino)ferrocene
259660-21-4

1,1',2,3-tetrakis(diphenylphosphino)ferrocene

[Pd2Cl4(1,1',2,3-tetrakis(diphenylphosphino)ferrocene)]
1013935-14-2

[Pd2Cl4(1,1',2,3-tetrakis(diphenylphosphino)ferrocene)]

Conditions
ConditionsYield
In chloroform (Ar); Schlenk technique; Pd complex (2 equiv.) was added to soln. of Fe complex (1 equiv.) in CHCl3 at room temp.; stirred for 3 h; evapd.; crystd. (CHCl3); elem. anal.;99%

Dichloro(1,5-cyclooctadiene)palladium(ii) Chemical Properties

Chemical Name: Dichloro(1,5-cyclooctadiene)palladium(ii)
IUPAC NAME: (1Z,5Z)-cycloocta-1,5-diene,palladium(2+),dichloride
CAS No.: 12107-56-1
EINECS: 235-161-8
Molecular Formula: C8H12Cl2Pd
Formula Weight: 285.51 g/mol
Melting Point: 210 °C (dec.)(lit.)
Flash Point: 31.7 °C
Boiling Point: 153.5 °C at 760 mmHg
Sensitive: Hygroscopic
Following is the structure of Dichloro(1,5-cyclooctadiene)palladium(ii) (12107-56-1):


Product Categories about Dichloro(1,5-cyclooctadiene)palladium(ii) (12107-56-1) are Catalysts for Organic Synthesis ; Classes of Metal Compounds ; Homogeneous Catalysts ; Metal Complexes ; Pd (Palladium) Compounds ; Synthetic Organic Chemistry ; Transition Metal Compounds ; Catalysis and Inorganic Chemistry ; Homogeneous Pd Catalysts ; Palladium
The chemical synonymous of Dichloro(1,5-cyclooctadiene)palladium(ii) (12107-56-1) are Dichloro[(1,2,5,6-eta)-1,5-cyclooctadiene]-palladiu ; (1,5-Cyclooctadiene)palladium(ii)chloride ; 1,5-Cyclooctadienepalladium(ii) dichloride ; Dichloro(cycloocta-1,5-diene)palladium(ii) ; Dichloro(eta-cycloocta-1,5-diene)palladium (ii) ; Dichloro(1,5-cyclooctyldiene)palladium(ii)

Dichloro(1,5-cyclooctadiene)palladium(ii) Safety Profile

Hazard Codes:
Xi: Irritant
Risk Statements about Dichloro(1,5-cyclooctadiene)palladium(ii) (12107-56-1):
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements about Dichloro(1,5-cyclooctadiene)palladium(ii) (12107-56-1):
S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39: Wear suitable gloves and eye/face protection.
Attentions:
1. Storage: Store in a cool, dry place. Store in a tightly closed container.
2. Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.

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