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CAS No.: | 14647-23-5 |
---|---|
Name: | 1,2-Bis(diphenylphosphino)ethane nickel(II) chloride |
Article Data: | 25 |
Molecular Structure: | |
Formula: | C26H24Cl2NiP2 |
Molecular Weight: | 528.02 |
Synonyms: | Nickel,dichloro[ethylenebis[diphenylphosphine]]-, cis- (8CI);Nickel,dichloro[1,2-ethanediylbis[diphenylphosphine]-P,P']-, (SP-4-2)-;1,2-Bis(diphenylphosphino)ethanenickel dichloride;Dichloro[1,2-ethanediylbis[diphenylphosphine]-P,P']nickel;Dichloro[ethylenebis[diphenylphosphine]]nickel;Nickel1,2-Bis(diphenylphosphino)ethane dichloride;1,2-Ethylenebis(diphenylphosphine)nickel dichloride;Dichloro[1,2-bis(diphenylphosphino)ethane]nickel(II); |
EINECS: | 629-489-4 |
Melting Point: | 263-265 °C(lit.) |
Boiling Point: | 514.8 °C at 760 mmHg |
Flash Point: | 281.7 °C |
Solubility: | insoluble in water |
Appearance: | Orange to red crystalline powder |
Hazard Symbols: | T,Xn |
Risk Codes: | 45-20/21/22-36/37/38-42/43-40 |
Safety: | 53-22-26-36-45-52 |
PSA: | 27.18000 |
LogP: | -0.73980 |
chlorine
A
1,2-bis(diphenylphosphino)ethane nickel(II) chloride
B
3-chloropropanoic anhydride
Conditions | Yield |
---|---|
In dichloromethane at -196.16℃; for 14h; Glovebox; Sealed tube; | A 100% B 96% C 75% |
1,2-bis-(diphenylphosphino)ethane
1,2-bis(diphenylphosphino)ethane nickel(II) chloride
Conditions | Yield |
---|---|
In ethanol at 80℃; for 0.5h; Sealed tube; Inert atmosphere; | 98% |
In methanol; isopropyl alcohol for 0.5h; | 93% |
In methanol; isopropyl alcohol equimolar amounts; stirring for 30 min;; filtration; recrystn. from hot acetone; elem. anal.;; | >75 |
1,2-bis-(diphenylphosphino)ethane
1,2-bis(diphenylphosphino)ethane nickel(II) chloride
Conditions | Yield |
---|---|
With acetic acid In water for 10h; Heating; | 95% |
dimethylnickel{1,2-bis(diphenylphosphino)ethane}
propionyl chloride
A
1,2-bis(diphenylphosphino)ethane nickel(II) chloride
B
methane
C
ethane
D
ethene
E
acetone
Conditions | Yield |
---|---|
In toluene toluene and EtCOCl added to Ni complex at -196°C, after evacuation stirred at room temp. for 24 h; ppt. collected by filtration, crystd. from THF-Et2O; GLC anal.; | A 88% B 51% C 8% D 15% E 21% |
1,2-bis(diphenylphosphino)ethane nickel(II) chloride
Conditions | Yield |
---|---|
In acetonitrile at 25℃; under 20 Torr; Solvent; Photolysis; | 87% |
diphenyl acetylene
A
1,2-bis(diphenylphosphino)ethane nickel(II) chloride
B
hexaphenylbenzene
Conditions | Yield |
---|---|
With hydrogenchloride In toluene under anhyd. and O2-free N2; refluxed (18 h); 6 N HCl added; ppt. filtered off; org. filtrate washed (aq. NaHCO3); dried (anhyd. MgSO4); evapd.; | A n/a B 60% |
dimethylnickel{1,2-bis(diphenylphosphino)ethane}
A
1,2-bis(diphenylphosphino)ethane nickel(II) chloride
B
ethane
C
NiPh(Cl)(1,2-bis(diphenylphosphino)ethane)
D
NiCl(Me)(1,2-bis(diphenylphosphino)ethane)
E
toluene
Conditions | Yield |
---|---|
With chlorobenzene In neat (no solvent) mixt. of educt and PhCl stirred at room temp. for 5 d; hexane added, ppt. dissolved in THF, solid recovered by addn. of hexane; GLC, NMR anal.; | A n/a B 14% C n/a D 55% E 50% |
(1,2-dimethoxyethane)dichloronickel(II)
1,2-bis-(diphenylphosphino)ethane
1,2-bis(diphenylphosphino)ethane nickel(II) chloride
Conditions | Yield |
---|---|
In dichloromethane at 20℃; Schlenk technique; Inert atmosphere; | 54% |
In dichloromethane at 20℃; for 0.5h; Inert atmosphere; Glovebox; | 219 mg |
bis(1,5-cyclooctadiene)nickel (0)
methanesulfonyl chloride
1,2-bis-(diphenylphosphino)ethane
A
1,2-bis(diphenylphosphino)ethane nickel(II) chloride
C
1,5-dicyclooctadiene
Conditions | Yield |
---|---|
In tetrahydrofuran inert atmosphere; addn. of DPPE to soln. of Ni(COD)2 in THF, cooling (-78°C), addn. of sulfonyl chloride, stirring (room temp.); filtn., pptn. on addn. of hexane, washing, drying; elem. anal.; | A 38% B 18% C n/a |
1,2-bis-(diphenylphosphino)ethane
1,2-bis(diphenylphosphino)ethane nickel(II) chloride
Conditions | Yield |
---|---|
In not given | |
In N,N-dimethyl-formamide NiCl2 was reacted with dppe in DMF; | |
In ethanol in refluxing EtOHfor 15 min; |
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Systematic Name: Dichloronickel - ethane-1,2-diylbis(diphenylphosphane) (1:1)
Synonyms of 1,2-Bis(diphenylphosphino)ethane nickel(II) chloride (CAS NO.14647-23-5): 1,2-Bis(Diphenylphosphinoethane)nickel(II) chloride[Ni(dppe)Cl2] ; 1,2-Bis-(Diphenylphosphino EthaneDichloroNickel
CAS NO: 14647-23-5
Molecular Formula: C26H24Cl2NiP2
Molecular Weight: 528.02
Molecular Structure:
H bond acceptors: 0
H bond donors: 0
Freely Rotating Bonds: 7
Polar Surface Area: 27.18 Å2
Flash Point: 281.7 °C
Enthalpy of Vaporization: 75.68 kJ/mol
Boiling Point: 514.8 °C at 760 mmHg
Vapour Pressure: 3.38E-10 mmHg at 25°C
Melting Point: 263-265 °C(lit.)
Storage temp: Refrigerator
Water Solubility: insoluble
Appearance: Orange to red crystalline powder
Product Categories of 1,2-Bis(diphenylphosphino)ethane nickel(II) chloride (CAS NO.14647-23-5): Metal Compounds;API intermediates;Catalysts for Organic Synthesis;Classes of Metal Compounds;Homogeneous Catalysts;Metal Complexes;Ni (Nickel) Compounds;Synthetic Organic Chemistry;Transition Metal Compounds;Catalysis and Inorganic Chemistry;Chemical Synthesis
Hazard Codes: T,Xn
Risk Statements: 45-20/21/22-36/37/38-42/43-40
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
R42/43: May cause sensitization by inhalation and skin contact.
R40: Limited evidence of a carcinogenic effect.
R45: May cause cancer.
Safety Statements: 22-26-36-45-52-53
S22: Do not breathe dust.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36: Wear suitable protective clothing.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S52: Not recommended for interior use on large surface areas.
S53: Avoid exposure - obtain special instructions before use.
WGK Germany: 3
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. This chemical poses an explosion hazard. This material may become self-reactive and possibly explosive.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam.
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage: Store 1,2-Bis(diphenylphosphino)ethane nickel(II) chloride (CAS NO.14647-23-5) in a cool, dry place. Store in a tightly closed container.