1,2,3,4,8,9,10,11,15,16,17,18,22,23,24,25-Hexadecachloro-29H,31H-phthalocyanine

Base Information

• Chemical Name: 1,2,3,4,8,9,10,11,15,16,17,18,22,23,24,25-Hexadecachloro-29H,31H-phthalocyanine
• CAS No.: 28888-81-5
• Molecular Formula: C32H2Cl16N8
• Molecular Weight: 1065.67
• European Community (EC) Number: 249-290-2
• DSSTox Substance ID: DTXSID60183080
• Mol file: 28888-81-5.mol

Synonyms:28888-81-5;1,2,3,4,8,9,10,11,15,16,17,18,22,23,24,25-Hexadecachloro-29H,31H-phthalocyanine;5,6,7,8,14,15,16,17,23,24,25,26,32,33,34,35-Hexadecachloro-2,11,20,29,37,38,39,40-octazanonacyclo[28.6.1.13,10.112,19.121,28.04,9.013,18.022,27.031,36]tetraconta-1,3,5,7,9,11,13(18),14,16,19,21(38),22(27),23,25,28,30(37),31(36),32,34-nonadecaene;C32H2Cl16N8;Phthalocyanine, hexadecachloro-;SCHEMBL9930286;DTXSID60183080;C32-H2-Cl16-N8

Chemical Property of 1,2,3,4,8,9,10,11,15,16,17,18,22,23,24,25-Hexadecachloro-29H,31H-phthalocyanine

Chemical Property:

• Refractive Index: 1.864
• Boiling Point: 662.86°C (rough estimate)
• PSA: 98.88000
• Density: 2.013 g/cm³
• LogP: 10.76720
• XLogP3: 16.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 1065.530085
• Heavy Atom Count: 56
• Complexity: 1370

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C12=C(C(=C(C(=C1Cl)Cl)Cl)Cl)C3=NC4=NC(=NC5=NC(=NC6=C7C(=C(N6)N=C2N3)C(=C(C(=C7Cl)Cl)Cl)Cl)C8=C5C(=C(C(=C8Cl)Cl)Cl)Cl)C9=C4C(=C(C(=C9Cl)Cl)Cl)Cl

Technology Process of 1,2,3,4,8,9,10,11,15,16,17,18,22,23,24,25-Hexadecachloro-29H,31H-phthalocyanine

There total 4 articles about 1,2,3,4,8,9,10,11,15,16,17,18,22,23,24,25-Hexadecachloro-29H,31H-phthalocyanine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

1,2,3,4,8,9,10,11,15,16,17,18,22,23,24,25-hexadecachlorophthalocyaninato magnesium → 1,2,3,4,8,9,10,11,15,16,17,18,22,23,24,25-hexadecachlorophthalocyanine (28888-81-5)

Guidance literature:

With sulfuric acid;

DOI:10.1016/j.poly.2017.06.048

Reference yield: 25.0%

tetrachlorophthalic anhydride (117-08-8) → 1,2,3,4,8,9,10,11,15,16,17,18,22,23,24,25-hexadecachlorophthalocyanine (28888-81-5)

Guidance literature:

With toluene-4-sulfonic acid; 1,1,1,3,3,3-hexamethyl-disilazane; In N,N-dimethyl-formamide; at 150 ℃; for 10h;

DOI:10.1055/s-2003-41484

Reference yield: 20.0%

3,4,5,6-tetrachlorophthalimide (1571-13-7) → 1,2,3,4,8,9,10,11,15,16,17,18,22,23,24,25-hexadecachlorophthalocyanine (28888-81-5)

Guidance literature:

With toluene-4-sulfonic acid; 1,1,1,3,3,3-hexamethyl-disilazane; In N,N-dimethyl-formamide; at 150 ℃; for 10h;

DOI:10.1055/s-2003-41484

upstream raw materials:

tetrachlorophthalic anhydride

3,4,5,6-tetrachlorophthalimide

tetrachlorophthalonitrile

3,6-dioctyloxy-1,2-benzenedicarbonitrile

Refernces

• 1、 Kuzmina, Elena A.,Dubinina, Tatiana V.,Zasedatelev, Anton V.,Baranikov, Anton V.,Makedonskaya, Maria I.,Egorova, Tolganay B.,Tomilova, Larisa G.. "Hexadecachloro-substituted lanthanide(III) phthalocyaninates and their hybrid conjugates with gold nanoparticles: Synthesis and optical properties". . p. 41 - 48. Retrieved 2017.
• 2、 Galanin,Shaposhnikov. "Synthesis and spectral properties of unsymmetrical phthalocyanines from 3,6-dioctyloxyphthalonitrile and 3,4,5,6-Tetrachlorophthalonitrile". . p. 1734 - 1739. Retrieved 2013/02/23.