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14647-23-5

Basic Information
CAS No.: 14647-23-5
Name: 1,2-Bis(diphenylphosphino)ethane nickel(II) chloride
Article Data: 25
Molecular Structure:
Molecular Structure of 14647-23-5 (1,2-Bis(diphenylphosphino)ethane nickel(II) chloride)
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: ToxicT,HarmfulXn
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
Synthetic route

(1,2-bis(diphenylphosphino)ethane)Ni(C2H4CO2)

7782-50-5

chlorine

A

14647-23-5

1,2-bis(diphenylphosphino)ethane nickel(II) chloride

B

20495-99-2

3-chloropropanoic anhydride

C

[(1,2-bis(diphenylphosphino)ethaneO2)3Ni][NiCl4]

Conditions
ConditionsYield
In dichloromethane at -196.16℃; for 14h; Glovebox; Sealed tube;A 100%
B 96%
C 75%

nickel(II) chloride hexahydrate

1663-45-2

1,2-bis-(diphenylphosphino)ethane

14647-23-5

1,2-bis(diphenylphosphino)ethane nickel(II) chloride

Conditions
ConditionsYield
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

nickel(II) chloride dihydrate

1663-45-2

1,2-bis-(diphenylphosphino)ethane

14647-23-5

1,2-bis(diphenylphosphino)ethane nickel(II) chloride

Conditions
ConditionsYield
With acetic acid In water for 10h; Heating;95%
31387-22-1

dimethylnickel{1,2-bis(diphenylphosphino)ethane}

79-03-8

propionyl chloride

A

14647-23-5

1,2-bis(diphenylphosphino)ethane nickel(II) chloride

B

34557-54-5

methane

C

74-84-0

ethane

D

74-85-1

ethene

E

67-64-1

acetone

Conditions
ConditionsYield
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%

NiCl3(bis(diphenylphosphino)ethane)

14647-23-5

1,2-bis(diphenylphosphino)ethane nickel(II) chloride

Conditions
ConditionsYield
In acetonitrile at 25℃; under 20 Torr; Solvent; Photolysis;87%

2,3,4,5-tetraphenylnickelole-bis(1,2-diphenylphosphino)ethane

501-65-5

diphenyl acetylene

A

14647-23-5

1,2-bis(diphenylphosphino)ethane nickel(II) chloride

B

992-04-1

hexaphenylbenzene

Conditions
ConditionsYield
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%
31387-22-1

dimethylnickel{1,2-bis(diphenylphosphino)ethane}

A

14647-23-5

1,2-bis(diphenylphosphino)ethane nickel(II) chloride

B

74-84-0

ethane

C

88544-62-1

NiPh(Cl)(1,2-bis(diphenylphosphino)ethane)

D

88544-61-0

NiCl(Me)(1,2-bis(diphenylphosphino)ethane)

E

108-88-3

toluene

Conditions
ConditionsYield
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%
29046-78-4

(1,2-dimethoxyethane)dichloronickel(II)

1663-45-2

1,2-bis-(diphenylphosphino)ethane

14647-23-5

1,2-bis(diphenylphosphino)ethane nickel(II) chloride

Conditions
ConditionsYield
In dichloromethane at 20℃; Schlenk technique; Inert atmosphere;54%
In dichloromethane at 20℃; for 0.5h; Inert atmosphere; Glovebox;219 mg
1295-35-8

bis(1,5-cyclooctadiene)nickel (0)

124-63-0

methanesulfonyl chloride

1663-45-2

1,2-bis-(diphenylphosphino)ethane

A

14647-23-5

1,2-bis(diphenylphosphino)ethane nickel(II) chloride

B

(DPPE)NiCl(sulfonyl-O,O'-Me)

C

5259-72-3, 10060-40-9, 111-78-4

1,5-dicyclooctadiene

Conditions
ConditionsYield
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
1663-45-2

1,2-bis-(diphenylphosphino)ethane

nickel dichloride

14647-23-5

1,2-bis(diphenylphosphino)ethane nickel(II) chloride

Conditions
ConditionsYield
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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    Product name: 1,2-Bis(Diphenylphosphinoethane)Nickel(II)Chloride CAS No.:14647-23-5 Molecule Formula:C26H24Cl2NiP2 Molecule Weight:528.02 Purity: 98.0% Package: 25kg/drum Description:White crystalline powder Manufacture Standards:Enterprise St

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    1,2-Bis(diphenylphosphino)ethane nickel(II) chloride Chemical Properties Melting point 263-265 °C(lit.) storage temp. Refrigerator form crystal color orange Water Solubility insoluble CAS DataBase Reference 14647-2

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Chemistry

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

Safety Profile

Hazard Codes: ToxicT,HarmfulXn
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

Specification

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.