14409-63-3

Basic information

• Product Name: 2 3 7 8 12 13 17 18-OCTAETHYL-21H 23H-
• Synonyms: Copper octaethylporphyrin;Cu-OEP complex;2 3 7 8 12 13 17 18-OCTAETHYL-21H 23H-;2,3,7,8,12,13,17,18-OCTAETHYL-21H,23H-PO RPHINE COPPER(II), SYNTHETIC;((2,3,7,8,12,13,17,18)-octaethylporphinato)copper (II);Cu(II) Octaethylporphine;2,3,7,8,12,13,17,18-Octaethyl-21H,23H-porphine copper(II) Dye content ~95 %;Copper(II) octaethylporphine
• CAS NO: 14409-63-3
• Molecular Formula: C₃₆H₄₄CuN₄
• Molecular Weight: 596.318
• Product Categories: Photonic and Optical Materials;Phthalocyanine and Porphyrin Dyes;Porphyrines
• Mol File: 14409-63-3.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 804.9°Cat760mmHg
• Flash Point: 335.1°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 6.24E-25mmHg at 25°C
• CAS DataBase Reference: 2 3 7 8 12 13 17 18-OCTAETHYL-21H 23H-(CAS DataBase Reference)
• NIST Chemistry Reference: 2 3 7 8 12 13 17 18-OCTAETHYL-21H 23H-(14409-63-3)
• EPA Substance Registry System: 2 3 7 8 12 13 17 18-OCTAETHYL-21H 23H-(14409-63-3)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 14409-63-3(Hazardous Substances Data)

Usage

General Description

2,3,7,8,12,13,17,18-Octaethyl-21H,23H-porphine metalates with copper (II) to form 2,3,7,8,12,13,17,18-Octaethyl-21H,23H-porphine copper(II). CuOEP was used to prepare a mixed adlayer with cobalt phthalocyanine, by immersing an Au(111) substrate.

InChI:InChI=1/C36H44N4.Cu/c1-9-21-22(10-2)30-18-32-25(13-5)26(14-6)34(39-32)20-36-28(16-8)27(15-7)35(40-36)19-33-24(12-4)23(11-3)31(38-33)17-29(21)37-30;/h17-20H,9-16H2,1-8H3;/q-2;+2/b29-17-,30-18-,31-17-,32-18-,33-19-,34-20-,35-19-,36-20-;

Upstream product

• 106117-28-6 2,3,7,8,12,13,17,18-octaethylporphyrin 
• 45227-32-5 hexakis(acetonitrile)copper(II) 
• 142-71-2 copper diacetate 
• 2683-82-1 2,3,7,8,12,13,17,18-octaethyl-porphyrin 
• 34946-82-2 copper(II) bis(trifluoromethanesulfonate) 
• 6046-93-1 copper(II) acetate monohydrate 

Downstream Products

• 239796-52-2 C₇₀ * Cu(II)(octaethylporphyrinate) * benzene * chloroform 

Relevant articles and documents

Sitting-atop complex formation of 2,3,7,8,12,13,17,18-octaethylporphyrin with copper(II) ion in acetonitrile

The reaction of 2,3,7,8,12,13,17,18-octaethylporphyrin (H2OEP) with copper(II) triflate and copper(II) perchlorate in acetonitrile was studied using spectrophotometry. The reaction product is the so-called sitting-atop complex where two pyrrolenine nitrogen atoms of the porphyrin coordinate to the incoming metal ion and two protons on the pyrrole nitrogen atoms still remain. The composition of the sitting-atop complex was determined by the mole ratio method, and it was found that the H2OEP molecule binds two copper(II) ions in the product. The mechanism of the reaction was confirmed to be a series of second-order reactions with the first and second step of the reactions being the outer sphere complex formation between the H2OEP molecule and copper(II) ion and the rate determining sitting-atop complex formation reaction, respectively, based on the mole ratio method. The reaction is relatively fast, and the second-order rate constants for the reaction of H2OEP with copper(II) ion was determined to be k = (3.2±0.3) × 106 M-1 s-1 (T = 25.0°C) for the copper(II) triflate and k = (3.0±0.2) × 106 M-1 s-1 (T = 25.0°C) for the copper(II) perchlorate under the second-order conditions. The pKa values of the mono- and diprotonated forms of the conjugate acid of several porphyrins including H2OEP were determined by spectrophotometric titration in acetonitrile. The higher reactivity of H2OEP toward copper(II) ion as compared with other porphyrins such as 5,10,15,20-tetraphenylporphyrin was attributed to its higher basicity.

The effect of chemical modification of the macrocycle on the complex formation between porphyrins and metal salts in organic solvents

The complex formation of β-octaethylporphyrin, β-octaethyl-meso-monophenylporphyrin, β-octaethyl-meso-tetraphenylporphyrin, meso-diphenylporphyrin, meso-triphenylporphyrin, and meso-tetraphenylporphyrin with Zn(II), Cu(II), Co(II), and Mn(II) acetates and chlorides in dimethylformamide, dimethylsulfoxide, pyridine, acetic acid, and a chloroform–methanol 1 : 1 mixture has been studied by means of spectrophotometry. The observed regulations are in line with the concept of chemical reactivity of the N–H bonds in porphyrins of different complexity.

Structure of Phenyl Derivatives of Octaethylporphyrin and Dissociation Kinetics of Their Mn3+, Co2+, and Cu2+ Complexes in Acetic Acid

Octaethyl-, 5-phenyloctaethyl-, 5,15-diphenyloctaethyl-, 5,10,15,20-tetraphenyloctaethyl, and dodecaphenylporphyrins were prepared, and their geometries were optimized by the method of molecular mechanics. The deformation of the porphyrin macroring grows