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ChemicalBook >  Product Catalog >  Organic Chemistry >  Organometallic compounds >  Organonickel >  5,10,15,20-TETRAPHENYL-21H,23H-PORPHINE NICKEL(II)

5,10,15,20-TETRAPHENYL-21H,23H-PORPHINE NICKEL(II)

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5,10,15,20-TETRAPHENYL-21H,23H-PORPHINE NICKEL(II) Basic information

Product Name:
5,10,15,20-TETRAPHENYL-21H,23H-PORPHINE NICKEL(II)
Synonyms:
  • [5,10,15,20-Tetraphenylporphinato(2-)]nickel
  • [meso-Tetraphenylporphinato(2-)]nickel
  • 21H,23H-Porphine, 5,10,15,20-tetraphenyl-, nickel complex
  • Nickel tetraphenylporphine
  • Nickel tetraphenylporphyrin
  • Nickel(II) 5,10,15,20-tetraphenylporphine
  • Nickel(II) tetraphenylphorphyrin
  • Nickel, [5,10,15,20-tetraphenyl-21H,23H-porphinato(2-)-N21,N22,N23,N24]-, (SP-4-1)-
CAS:
14172-92-0
MF:
C44H28N4Ni
MW:
671.41
Product Categories:
  • metal porphine (porphyrin) complex
  • Porphyrins
  • Synthetic Porphyrins
Mol File:
14172-92-0.mol
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5,10,15,20-TETRAPHENYL-21H,23H-PORPHINE NICKEL(II) Chemical Properties

Melting point:
>300 °C
storage temp. 
2-8°C, protect from light, stored under nitrogen
form 
crystal
color 
purple
Water Solubility 
Insoluble in H2O; soluble in CHCl3; slightly soluble in ether, benzene, hexane, and methanol.
λmax
525 nm (2nd)
InChIKey
CXIRWLOIAQYBLZ-DAJBKUBHSA-N
SMILES
N12[Ni]N3C4C=CC3=C(C3C=CC(N=3)=C(C3=CC=CC=C3)C1=CC=C2C(C1=CC=CC=C1)=C1C=CC(C=4C2=CC=CC=C2)=N1)C1=CC=CC=C1 |c:7,14,41,t:36|
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Safety Information

Hazard Codes 
Xn
Risk Statements 
20/21/22
Safety Statements 
37/39-26-36
WGK Germany 
3
HS Code 
29310099

MSDS

  • Language:English Provider:ACROS
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5,10,15,20-TETRAPHENYL-21H,23H-PORPHINE NICKEL(II) Usage And Synthesis

Chemical Properties

dark purple crystalline powder or crystals

Uses

Nickel(II) Tetraphenylporphyrinate is an electron transfer agent and catalyst for aryl halogen exchange reactions. It could be used in cyclizations of saturated ο-iodo ketones and hydrogenation of alkenes.

reaction suitability

reagent type: catalyst
core: nickel

Purification Methods

Purify it by chromatography on neutral (Grade I) alumina, followed by recrystallisation from CH2Cl2/MeOH [Yamashita J Phys Chem 91 3055 1987]. [Beilstein 26 III/IV 1960.]

Precautions

Stable in air and water. Some nickel compounds are known carcinogens, so standard safety precautions apply.

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