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59831-02-6

Basic Information
CAS No.: 59831-02-6
Name: DICHLORO[1,3-BIS(DIPHENYLPHOSPHINO)PROPANE]PALLADIUM(II)
Article Data: 19
Molecular Structure:
Molecular Structure of 59831-02-6 (DICHLORO[1,3-BIS(DIPHENYLPHOSPHINO)PROPANE]PALLADIUM(II))
Formula: C27H26Cl2P2Pd
Molecular Weight: 589.777
Synonyms: Palladium,dichloro[1,3-propanediylbis[diphenylphosphine-kP]]-, (SP-4-2)- (9CI);Palladium, dichloro[1,3-propanediylbis[diphenylphosphine]-P,P']-, (SP-4-2)-;Phosphine, 1,3-propanediylbis[diphenyl-, palladium complex;(Diphenylphosphinopropane)dichloropalladium;1,3-Propylenebis(diphenylphosphine)palladium dichloride;Dichloro[1,3-bis(diphenylphosphino)propane]palladium;Diphenylphosphinopropane palladium(II) chloride;[1,3-Bis(diphenylphosphino)propane]dichloropalladium;[1,3-Bis(diphenylphosphino)propane]palladium dichloride;
EINECS: 627-387-4
Boiling Point: 529.7 °C at 760 mmHg
Flash Point: 291.5 °C
Hazard Symbols: HarmfulXn
Risk Codes: 36/37/38-20/21/22
Safety: 26-36/37/39-36/37
PSA: 27.18000
LogP: -0.34970
Synthetic route
7647-01-0

hydrogenchloride

6737-42-4

1,3-bis-(diphenylphosphino)propane

7440-05-3

palladium

59831-02-6

bis(diphenylphosphino)propanepalladium(II) dichloride

Conditions
ConditionsYield
Stage #1: hydrogenchloride; palladium With nitric acid In water
Stage #2: 1,3-bis-(diphenylphosphino)propane In water; N,N-dimethyl-formamide at 50℃; for 1h;
98.1%
6737-42-4

1,3-bis-(diphenylphosphino)propane

palladium dichloride

59831-02-6

bis(diphenylphosphino)propanepalladium(II) dichloride

Conditions
ConditionsYield
With hydrogenchloride In ethanol; dichloromethane for 3h; Reflux;94%
21264-30-2, 90243-59-7, 14592-56-4

dichloro bis(acetonitrile) palladium(II)

6737-42-4

1,3-bis-(diphenylphosphino)propane

59831-02-6

bis(diphenylphosphino)propanepalladium(II) dichloride

Conditions
ConditionsYield
In benzene at 80℃; for 24h; Schlenk technique; Inert atmosphere;94%
In benzene at 110℃; for 48h; Schlenk technique; Inert atmosphere;
14104-20-2

silver tetrafluoroborate

139168-06-2

[PdCl(CH3)(bis(diphenylphosphino)propane)]

538-51-2

benzylidene phenylamine

59831-02-6

bis(diphenylphosphino)propanepalladium(II) dichloride

Pd(CH3)(N(C6H5)CHC6H5)(C27H26P2)(1+)*BF4(1-)*C4H10O = [Pd(CH3)(N(C6H5)CHC6H5)(C27H26P2)]BF4*C4H10O

Conditions
ConditionsYield
In dichloromethane; acetonitrile byproducts: AgCl; stirring (15 min); filtration, solvent removal, drying (reduced pressure, 1 d);A 9%
B 91%

sodium tetrachloropalladate(II)

6737-42-4

1,3-bis-(diphenylphosphino)propane

59831-02-6

bis(diphenylphosphino)propanepalladium(II) dichloride

Conditions
ConditionsYield
In tetrahydrofuran; ethanol stirring for 2 h; evapn., washing with H2O, drying at 80°C for 12 h;88%
12317-46-3

dichloro(norbornadiene)palladium(II)

6737-42-4

1,3-bis-(diphenylphosphino)propane

59831-02-6

bis(diphenylphosphino)propanepalladium(II) dichloride

Conditions
ConditionsYield
In methanol at 30℃; for 3h;88%

Pd(CH3)(N(C6H5)CHC6H5)(C27H26P2)(1+)*BF4(1-)*C4H10O = [Pd(CH3)(N(C6H5)CHC6H5)(C27H26P2)]BF4*C4H10O

201230-82-2

carbon monoxide

59831-02-6

bis(diphenylphosphino)propanepalladium(II) dichloride

210413-33-5

Pd(OC(CH3)N(C6H5)CHC6H5)(C27H26P2)(1+)*BF4(1-) = [Pd(OC(CH3)N(C6H5)CHC6H5)(C27H26P2)]BF4

Conditions
ConditionsYield
In chloroform-d1 Parr bomb (3.4 atm CO, room temp., 1 d); removal of excess CO, filtration to remove any metallic Pd;A n/a
B 83%
7647-01-0

hydrogenchloride

6737-42-4

1,3-bis-(diphenylphosphino)propane

3375-31-3

palladium diacetate

59831-02-6

bis(diphenylphosphino)propanepalladium(II) dichloride

Conditions
ConditionsYield
In diethyl ether byproducts: CH3COOH; (Ar), mixed, stirred for 10 min, mixed with DPPPr dropwize with stirring, pptd., stirred for 1 h; filtered, washed with dry ethylether, dried in vac.;76%
15617-18-2, 39958-10-6, 14220-64-5

bis(benzonitrile)palladium(II) dichloride

59831-02-6

bis(diphenylphosphino)propanepalladium(II) dichloride

Conditions
ConditionsYield
With 1,3-bis-(diphenylphosphino)propane In benzene stirring (30 min, N2-atmosphere); pptn. on pentane addn., filtration, washing (pentane), drying (vac., room temp.), dissoln. in DMF (85°C), filtration, cooling, Et2O addn., crystn. (ice bath);75%
With 1,3-bis-(diphenylphosphino)propane In benzene absence of oxygen; elem. anal.;

palladium dichloride

59831-02-6

bis(diphenylphosphino)propanepalladium(II) dichloride

Conditions
ConditionsYield
With 1,3-bis-(diphenylphosphino)propane In acetone absence of oxygen; stirring (dissoln., then pptn.);51%
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Specification

The [1,3-Bis(diphenylphosphino)propane]palladium(II) dichloride is an organic compound with the formula C27H26Cl2P2Pd. The systematic name of this chemical is palladium(2+) dichloride - propane-1,3-diylbis(diphenylphosphane) (1:1). With the CAS registry number 59831-02-6, it is also named as Dichloropalladium - propane-1,3-diylbis(diphenylphosphine) (1:1). The product's categories are Metal Compounds; Catalysts for Organic Synthesis; Classes of Metal Compounds; Homogeneous Catalysts; Metal Complexes; Pd (Palladium) Compounds; Synthetic Organic Chemistry; Transition Metal Compounds.

Physical properties about [1,3-Bis(diphenylphosphino)propane]palladium(II) dichloride are: (1)ACD/LogP: 8.95; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 9; (4)ACD/LogD (pH 7.4): 9; (5)ACD/BCF (pH 5.5): 1000000; (6)ACD/BCF (pH 7.4): 1000000; (7)ACD/KOC (pH 5.5): 1767255; (8)ACD/KOC (pH 7.4): 1767255; (9)#Freely Rotating Bonds: 8; (10)Polar Surface Area: 27.18 Å2; (11)Flash Point: 291.5 °C; (12)Enthalpy of Vaporization: 77.45 kJ/mol; (13)Boiling Point: 529.7 °C at 760 mmHg; (14)Vapour Pressure: 9E-11 mmHg at 25°C

When you are using this chemical, please be cautious about it as the following:
It is harmful by inhalation, in contact with skin and if swallowed. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: [Pd+2].[Cl-].[Cl-].P(c1ccccc1)(c2ccccc2)CCCP(c3ccccc3)c4ccccc4
(2)InChI: InChI=1/C27H26P2.2ClH.Pd/c1-5-14-24(15-6-1)28(25-16-7-2-8-17-25)22-13-23-29(26-18-9-3-10-19-26)27-20-11-4-12-21-27;;;/h1-12,14-21H,13,22-23H2;2*1H;/q;;;+2/p-2
(3)InChIKey: LDFBXJODFADZBN-NUQVWONBAR
(4)Std. InChI: InChI=1S/C27H26P2.2ClH.Pd/c1-5-14-24(15-6-1)28(25-16-7-2-8-17-25)22-13-23-29(26-18-9-3-10-19-26)27-20-11-4-12-21-27;;;/h1-12,14-21H,13,22-23H2;2*1H;/q;;;+2/p-2
(5)Std. InChIKey: LDFBXJODFADZBN-UHFFFAOYSA-L