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Name	1,2-Bis(diphenylphosphino)ethane nickel(II) chloride	EINECS	629-489-4
CAS No.	14647-23-5	Density	N/A
PSA	27.18000	LogP	-0.73980
Solubility	insoluble in water	Melting Point	263-265 °C(lit.)
Formula	C₂₆H₂₄Cl₂NiP₂	Boiling Point	514.8 °C at 760 mmHg
Molecular Weight	528.02	Flash Point	281.7 °C
Transport Information	N/A	Appearance	Orange to red crystalline powder
Safety	53-22-26-36-45-52	Risk Codes	45-20/21/22-36/37/38-42/43-40
Molecular Structure		Hazard Symbols	T,Xn
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);	Article Data	25

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

Conditions	Yield
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

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

: nickel(II) chloride dihydrate

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

: 14647-23-5
1,2-bis(diphenylphosphino)ethane nickel(II) chloride

Conditions

Conditions	Yield
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

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%

...Expand

: NiCl3(bis(diphenylphosphino)ethane)

: 14647-23-5
1,2-bis(diphenylphosphino)ethane nickel(II) chloride

Conditions

Conditions	Yield
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

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%

: 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

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%

...Expand

: 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

Conditions	Yield
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

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

...Expand

: 1663-45-2
1,2-bis-(diphenylphosphino)ethane

: nickel dichloride

: 14647-23-5
1,2-bis(diphenylphosphino)ethane nickel(II) chloride

Conditions

Conditions	Yield
In not given
In N,N-dimethyl-formamide NiCl2 was reacted with dppe in DMF;
In ethanol in refluxing EtOHfor 15 min;

1,2-Bis(diphenylphosphino)ethane nickel(II) chloride Chemical Properties

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

1,2-Bis(diphenylphosphino)ethane nickel(II) chloride Safety Profile

Hazard Codes: Toxic T, Harmful 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

1,2-Bis(diphenylphosphino)ethane nickel(II) chloride 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.

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