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[ CAS No. 3317-67-7 ] {[proInfo.proName]}

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Chemical Structure| 3317-67-7
Chemical Structure| 3317-67-7
Structure of 3317-67-7 * Storage: {[proInfo.prStorage]}
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Product Details of [ 3317-67-7 ]

CAS No. :3317-67-7 MDL No. :MFCD00010718
Formula : C32H16CoN8 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 571.46 Pubchem ID :-
Synonyms :
Cobaltous phthalocyanine;Phthalocyanine cobalt complex;Cobalt(II) phthalocyanine
Chemical Name :29H,31H-Phthalocyanine,cobalt complex

Safety of [ 3317-67-7 ]

Signal Word:Danger Class:6.1
Precautionary Statements:P201-P202-P280-P308+P313-P405-P501 UN#:2811
Hazard Statements:H350 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 3317-67-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 3317-67-7 ]

[ 3317-67-7 ] Synthesis Path-Downstream   1~92

  • 1
  • cobalt(II) sulfate [ No CAS ]
  • ammonium chloride [ No CAS ]
  • [ 98-95-3 ]
  • [ 57-13-6 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
With ammonium molybdate In nitrobenzene cobalt sulphate, pyromethallic dianhydride, excess urea, ammonium chloride, ammonium molybdate homogenized, heated at 180 °C in nitrobenzene for 12 h; washed with methanol, boiled with sodium hydroxide containing sodium chloride, filtered, residue acidified with hydrochloric acid, washed, dried;
  • 3
  • cobalt(II) chloride dihydrate [ No CAS ]
  • [ 57-13-6 ]
  • [ 184303-72-8 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
With sodium sulfate In melt phthalanhydride and urea mixed with CoCl2*2H2O, Na2SO4, and ammonium molybdate; stirred (463 K); pptd. from 96 % H2SO4;
  • 4
  • [ 3317-67-7 ]
  • [ 7553-56-2 ]
  • Co phthalocyanine(1+) [ No CAS ]
YieldReaction ConditionsOperation in experiment
In neat (no solvent) react. in an evacuated cuvette, varying vapor pressure from 10 Pa and up;
In neat (no solvent) react. in air for a period of 2 - 4 h at 323 K;
  • 5
  • [ 3317-67-7 ]
  • [ 7726-95-6 ]
  • Co phthalocyanine(1+) [ No CAS ]
YieldReaction ConditionsOperation in experiment
In neat (no solvent) react. in an evacuated cuvette, varying vapor pressure from 10 Pa and up;
In neat (no solvent) react. in an evacuated cuvette, varying the halogen vapor pressure;
  • 6
  • [ 85-44-9 ]
  • cobalt(II) [ No CAS ]
  • [ 57-13-6 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
With boric acid In further solvent(s) reaction of phthalic acid anhydride with Co(II)-salt in urea-melt in presence of boric acid; greater yield at addition of small amounts of Se-, P-, As-, Sb-, Bi-, V-, Mo- or W-compounds;;
With boric acid; Se- or P- or As- or Sb- or Bi- or V- or Mo- or W-; compounds
In neat (no solvent) heating of Co-salt with a mixture of phthalic acid andhydride and urea at 160-170°C forms product in small amounts;;
  • 7
  • cobalt(II) [ No CAS ]
  • [ 88-99-3 ]
  • [ 57-13-6 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
In neat (no solvent) heating of Co-salt with a mixture of phthalic acid and urea at 160-170°C forms product in small amounts;;
  • 8
  • [ 57-13-6 ]
  • [ 91-15-6 ]
  • [ 7646-79-9 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
In ethylene glycol heating of phthalic acid dinitrile with ethylene glycol at stirring at 140°C; addition of a solution of CoCl2 and urea in ethylene glycol (formed at heating); reaction under temperature-increase; evaporation of the solvent; pptn. at addn. of H2O;;
In ethylene glycol
  • 9
  • cobalt(II,III) oxide [ No CAS ]
  • [ 17174-98-0 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
In neat (no solvent) formation at reaction of Co3O4 with o-cyano benzamide at 240°C;;
  • 10
  • cobalt(II,III) oxide [ No CAS ]
  • [ 91-15-6 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
In neat (no solvent) reaction of Co3O4 with phthalic acid dinitrile;;
  • 11
  • cobalt(II) acetate [ No CAS ]
  • [ 91-15-6 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
30% With 1,8-diazabicyclo{5.4.0}undec-7-ene In methanol C6H4(CN)2 and Co(OAc)2 dissolved in anhyd. MeOH, DBU added dropwise under stirring at room temp., refluxed for 24 h, cooled (a) A.B.P.Lever, Adv.Inorg.Chem.Radiochem., 7, 27 (1965); b) H.Tomoda, S.Saito, S.Ogawa, and S.Shiraishi, Chem.Lett., 1980, 1277); ppt. filtered, boiled in 10%-HCl then in 10%-NaOH aq. soln., washed with water until reached neutral, dried in vac.; elem. anal.;
In ethanol at 160℃; for 6h; Autoclave; High pressure; Green chemistry;
  • 12
  • cobalt(II) nitrate [ No CAS ]
  • [ 91-15-6 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
36% In further solvent(s) React. at 200°C and 0.001 kbar in octanol and presence of hydroquinone for 3 h.; Extg. with MeOH and acetone, sublimed in vac.;
8% In methanol React. at 65°C and 9 kbar for 1 h.; Extg. with MeOH and acetone, sublimed in vac.;
8% In ethanol React. at 65°C and 9 kbar for 1 h.; Extg. with MeOH and acetone, sublimed in vac.;
7% In further solvent(s) React. at 200°C and 0.001 kbar in octanol for 2 h.; Extg. with MeOH and acetone, sublimed in vac.;
0% In ethanol React. at 80°C and 0.001 kbar for 6h.; Extg. with MeOH and acetone, sublimed in vac.;
3-9 In ethanol React. at 80°C and 10 kbar and presence of hydroquinone for 0.5 h.; Extg. with MeOH and acetone, sublimed in vac.;
16-33 In ethanol React. at 90°C and 11 kbar and presence of hydroquinone for 1 h.; Extg. with MeOH and acetone, sublimed in vac.;
0% In isopropyl alcohol React. at 65°C and 9 kbar for 2 h.; Extg. with MeOH and acetone, sublimed in vac.;

  • 13
  • [ 3317-67-7 ]
  • [ 1070900-39-8 ]
YieldReaction ConditionsOperation in experiment
In sulfuric acid byproducts: ((C6H8)CNCN)2((C6H8)CNHCN)2; reaction mechanism discussed;;
  • 14
  • [ 3317-67-7 ]
  • Co phthalocyanine(1+) [ No CAS ]
  • [ 14996-02-2 ]
YieldReaction ConditionsOperation in experiment
With H2SO4 In not given solving with H2SO4 forms (CoC32H17N8)(1+) and HSO4(1-);;
With H2SO4
  • 15
  • [ 3317-67-7 ]
  • [ 35141-17-4 ]
YieldReaction ConditionsOperation in experiment
76% With thionyl chloride In nitrobenzene phthalocyaninatocobalt(II) suspended in C6H5NO2 with SOCl2, heated at 60°C for 6 h, cooled (J.F.Myers, G.W.R.Canham, and A.B.P.Lever, Inorg.Chem., 14, 461 (1975)); filtered, washed with anhyd. MeOH, dried in vac.; elem. anal.;
  • 16
  • [ 3317-67-7 ]
  • [cobalt(I) phthalocyanine](1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
With triethylamine In N,N-dimethyl-formamide
With sodium tetrahydroborate In ethanol 20-25°C;
With sodium amalgam In N,N-dimethyl acetamide under Ar or N2, Co-complex in suspn. was reduced by 5% sodium amalgam for 4 h with stirring; not isolated;
With sodium borohydride In not given NaBH4 added to soln. of Co phthalocyanine; not isolated; monitored by UV-vis spectra;
With sodium benzophenone ketyl In not given sodium benzophenone ketyl added to soln. of Co phthalocyanine; not isolated; monitored by UV-vis spectra;

  • 17
  • [ 3317-67-7 ]
  • [ 2001-45-8 ]
  • [ 35141-17-4 ]
YieldReaction ConditionsOperation in experiment
In ethanol Electrochem. Process; neutral radical (Co(III)(Pc)Cl2)) crystals prepared according to Moubaraki, B. et al., Acta Crystallogr., Sect. C 1990, 46, 379;
In dichloromethane Electrochem. Process; neutral radical (Co(III)(Pc)Cl2)) crystals prepared according to Moubaraki, B. et al., Acta Crystallogr., Sect. C 1990, 46, 379;
In dimethyl sulfoxide Electrochem. Process; neutral radical (Co(III)(Pc)Cl2)) crystals prepared according to Moubaraki, B. et al., Acta Crystallogr., Sect. C 1990, 46, 379;
In N,N-dimethyl-formamide Electrochem. Process; neutral radical (Co(III)(Pc)Cl2)) crystals prepared according to Moubaraki, B. et al., Acta Crystallogr., Sect. C 1990, 46, 379;
In acetone Electrochem. Process; neutral radical (Co(III)(Pc)Cl2)) crystals prepared according to Moubaraki, B. et al., Acta Crystallogr., Sect. C 1990, 46, 379;

  • 18
  • [ 3317-67-7 ]
  • [ 7782-50-5 ]
  • Co phthalocyanine(1+) [ No CAS ]
YieldReaction ConditionsOperation in experiment
In neat (no solvent) react. in an evacuated cuvette, varying vapor pressure from 10 Pa and up;
In neat (no solvent) react. in an evacuated cuvette, varying the halogen vapor pressure;
  • 19
  • [ 745033-37-8 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
In ethanol exposing freshly annealed Au(111) surface with 1E-6 M ethanolic soln. ofdicyano cobalt phthalocyanine Cs, annealing at 110 °C; isolated on gold surface;
  • 20
  • [ 848046-16-2 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
With 2,2,6,6-tetramethyl-1-piperidinyloxyl In N,N-dimethyl acetamide byproducts: methane; thermolysis of cobalt complex in DMA at 80-90°C;
With 2,2,6,6-tetramethyl-1-piperidinyloxyl In toluene byproducts: methane; thermolysis of cobalt complex in toluene at 70°C;
  • 21
  • [ 848046-09-3 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
With 2,2,6,6-tetramethyl-1-piperidinyloxyl In N,N-dimethyl acetamide byproducts: ethane; thermolysis of cobalt complex in DMA at 60-90°C;
  • 22
  • [ 848046-09-3 ]
  • [ 3317-67-7 ]
  • CH3CH2OOCo(III)(phthalocyanine(2-)) [ No CAS ]
YieldReaction ConditionsOperation in experiment
With air In dimethylsulfoxide-d6 byproducts: ethane; aerobic thermolysis of cobalt complex in DMSO-d6;
  • 23
  • [ 848046-17-3 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
With 2,2,6,6-tetramethyl-1-piperidinyloxyl In N,N-dimethyl acetamide byproducts: ethane; thermolysis of cobalt complex in DMA at 60-80°C;
  • 24
  • [ 848046-11-7 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
With 2,2,6,6-tetramethyl-1-piperidinyloxyl In N,N-dimethyl acetamide byproducts: ethane; thermolysis of cobalt complex in DMA at 55-80°C;
  • 25
  • CH3Co(III)(phthalocyanine(2-))(pyridine)*0.5pyridine [ No CAS ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
With 2,2,6,6-tetramethyl-1-piperidinyloxyl In N,N-dimethyl acetamide byproducts: methane; thermolysis of cobalt complex in DMA at 60-100°C;
  • 26
  • [ 848046-28-6 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
With 2,2,6,6-tetramethyl-1-piperidinyloxyl In N,N-dimethyl acetamide byproducts: methane; thermolysis of cobalt complex in DMA at 70-110°C;
  • 27
  • [ 1941-84-0 ]
  • cobalt acetylacetonate [ No CAS ]
  • [ 91-15-6 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
29% In pentan-1-ol Irradiation (UV/VIS); (N2), room temp. reflux for 6-18 h, 0.5 mmol C5H11ONa;
26% In pentan-1-ol (N2), dark reflux for 24 h, 0.5 mmol C5H11ONa;
  • 28
  • cobalt acetylacetonate [ No CAS ]
  • [ 91-15-6 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
53% With 1,8-diazabicyclo{5.4.0}undec-7-ene In pentan-1-ol a mixt. of the Cu salt, phthalonitrile, and the base (molar ratio 2.5:10:10) was refluxed in n-pentanol for 6 h;; the ppt. was filtered off, washed with 3% HCl soln., water, and ethanol and purified by extrn. with CHCl3; IR, UV, XRD, and elem.anal.;;
  • 29
  • cobalt(II) [ No CAS ]
  • [ 91-15-6 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
In not given react. of phthalonitrile with Co(2+); washing, sublimation;
  • 30
  • cobalt(II) chloride hexahydrate [ No CAS ]
  • [ 91-15-6 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
In quinoline refluxing; pptn. at room temp., washing (acetone);
238 mg With 1,8-diazabicyclo[5.4.0]undec-7-ene In pentan-1-ol at 140℃; for 2h; Inert atmosphere;
  • 31
  • [ 7440-48-4 ]
  • [ 91-15-6 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
30% In neat (no solvent) refluxion of etched cobalt with phthalic acid dinitrile for 4 h; cooling down; seperation of unreacted metal;; boiling with alcohol; drying;;
  • 32
  • [ 91-15-6 ]
  • cobalt(II) bromide [ No CAS ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
60% With 1,8-diazabicyclo{5.4.0}undec-7-ene In pentan-1-ol a mixt. of the Cu salt, phthalonitrile, and the base (molar ratio 2.5:10:10) was refluxed in n-pentanol for 6 h;; the ppt. was filtered off, washed with 3% HCl soln., water, and ethanol and purified by extrn. with CHCl3; IR, UV, XRD, and elem.anal.;;
  • 33
  • [ 39000-06-1 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
In neat (no solvent) gentle heating (ca. 100°C) of the iodinated material under vac. for several days;
  • 34
  • potassium dicyanocobalt(III)phthalocyanine [ No CAS ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
In ethanol exposing freshly annealed Au(111) surface with 1E-6 M ethanolic soln. ofdicyano cobalt phthalocyanine K, annealing at 110 °C; isolated on gold surface;
  • 35
  • [ 3317-67-7 ]
  • Co(II) phthalocyanine * n pyridine [ No CAS ]
YieldReaction ConditionsOperation in experiment
In pyridine formation at recrystallisation of (CoC32H16N8) in pyridine;;
In pyridine
  • 36
  • [ 3317-67-7 ]
  • {Co(III)(phthalocyanine)(CH3CN)2}(1+) [ No CAS ]
YieldReaction ConditionsOperation in experiment
With ammonium cerium(IV) nitrate; acetonitrile In acetonitrile oxidation of suspd. Co(II)-complex with limited amount of ceric ammonium nitrate;
  • 37
  • [ 3317-67-7 ]
  • [ 2751-90-8 ]
  • [ 39019-60-8 ]
YieldReaction ConditionsOperation in experiment
In ethanol Electrochem. Process; neutral radical (Co(III)(Pc)Br2)) crystals prepared according to Moubaraki, B. et al., Acta Crystallogr., Sect. C 1990, 46, 379;
In dichloromethane Electrochem. Process; neutral radical (Co(III)(Pc)Br2)) crystals prepared according to Moubaraki, B. et al., Acta Crystallogr., Sect. C 1990, 46, 379;
In dimethyl sulfoxide Electrochem. Process; neutral radical (Co(III)(Pc)Br2)) crystals prepared according to Moubaraki, B. et al., Acta Crystallogr., Sect. C 1990, 46, 379;
In N,N-dimethyl-formamide Electrochem. Process; neutral radical (Co(III)(Pc)Br2)) crystals prepared according to Moubaraki, B. et al., Acta Crystallogr., Sect. C 1990, 46, 379;
In acetone Electrochem. Process; neutral radical (Co(III)(Pc)Br2)) crystals prepared according to Moubaraki, B. et al., Acta Crystallogr., Sect. C 1990, 46, 379;

  • 38
  • [ 14055-02-8 ]
  • [ 3317-67-7 ]
  • Co0.50Ni0.50(phthalocyaninato) [ No CAS ]
YieldReaction ConditionsOperation in experiment
In neat (no solvent) grinding together in a mortar and pestle, cosublimation;
  • 39
  • [ 14055-02-8 ]
  • [ 3317-67-7 ]
  • Co0.90Ni0.10(phthalocyaninato) [ No CAS ]
YieldReaction ConditionsOperation in experiment
In neat (no solvent) grinding together in a mortar and pestle, cosublimation;
  • 40
  • [ 14055-02-8 ]
  • [ 3317-67-7 ]
  • Co0.95Ni0.05(phthalocyaninato) [ No CAS ]
YieldReaction ConditionsOperation in experiment
In neat (no solvent) grinding together in a mortar and pestle, cosublimation;
  • 41
  • [ 14055-02-8 ]
  • [ 3317-67-7 ]
  • Co0.75Ni0.25(phthalocyaninato) [ No CAS ]
YieldReaction ConditionsOperation in experiment
In neat (no solvent) grinding together in a mortar and pestle, cosublimation;
  • 42
  • [ 14055-02-8 ]
  • [ 3317-67-7 ]
  • Co0.02Ni0.98(phthalocyaninato) [ No CAS ]
YieldReaction ConditionsOperation in experiment
In neat (no solvent) grinding together in a mortar and pestle, cosublimation;
  • 43
  • [ 14055-02-8 ]
  • [ 3317-67-7 ]
  • Co0.10Ni0.90(phthalocyaninato) [ No CAS ]
YieldReaction ConditionsOperation in experiment
In neat (no solvent) grinding together in a mortar and pestle, cosublimation;
  • 44
  • [ 14055-02-8 ]
  • [ 3317-67-7 ]
  • Co0.33Ni0.67(phthalocyaninato) [ No CAS ]
YieldReaction ConditionsOperation in experiment
In neat (no solvent) grinding together in a mortar and pestle, cosublimation;
  • 45
  • [ 14055-02-8 ]
  • [ 3317-67-7 ]
  • Co0.15Ni0.85(phthalocyaninato) [ No CAS ]
YieldReaction ConditionsOperation in experiment
In neat (no solvent) grinding together in a mortar and pestle, cosublimation;
  • 46
  • [ 14055-02-8 ]
  • [ 3317-67-7 ]
  • Co0.20Ni0.80(phthalocyaninato) [ No CAS ]
YieldReaction ConditionsOperation in experiment
In neat (no solvent) grinding together in a mortar and pestle, cosublimation;
  • 47
  • Co(II) phthalocyanine * n pyridine [ No CAS ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
In neat (no solvent) formation of (CoC32H16N8) at washing with ether and drying at 100°C;;
  • 48
  • [ 3317-67-7 ]
  • [ 10102-43-9 ]
  • nitrosyl cobalt phthalocyanine [ No CAS ]
YieldReaction ConditionsOperation in experiment
In neat (no solvent) room temp., 20 cm Hg of NO, >30 h; removal of excess NO, XPS spectroscopy;
In toluene in closed vessel at room temp. stirring for 48-72 h then bubbling of N2 into suspn.; ppt. filtered, washed with Et2O and dried under vac., elem. anal.;
In benzene in closed vessel at room temp. for 48-72 h then bubbling of N2 into suspn.; ppt. filtered, washed with Et2O and dried under vac., elem. anal.;
  • 49
  • [ 3317-67-7 ]
  • [ 109-73-9 ]
  • (n-butylamine)phthalocyaninatocobalt(II) [ No CAS ]
YieldReaction ConditionsOperation in experiment
In neat (no solvent) dissoln. of Co-complex in BuNH2; supporting on γ-Al2O3 on addn. of oxide and solvent removal (room temp.); UV/VIS spectroscopy;
  • 50
  • [ 3317-67-7 ]
  • cobalt [ No CAS ]
YieldReaction ConditionsOperation in experiment
In neat (no solvent) heated to 1200°C in N2; TGA; XRD;
  • 51
  • [ 3317-67-7 ]
  • potassium dicyanocobalt(III)phthalocyanine [ No CAS ]
YieldReaction ConditionsOperation in experiment
50% With potassium cyanide In ethanol phthalocyaninatocobalt(II) and KCN mixed in EtOH, heated for 72 h, cooled; filtered, washed with cold water, extd. with anhyd. acetone in Soxhlet for 72 h, ext. evapd., recrystd. from anhyd. acetone; elem. anal.;
With O2; KCN In ethanol in situ oxidn. with O2 in presence of excess cyanide;
  • 52
  • [ 3317-67-7 ]
  • methylcobalt(III) phthalocyanine * 0.2THF [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium amalgam; methyl iodide In N,N-dimethyl acetamide under N2, Co-complex was reduced by sodium amalgame, decanted from the residue, CH3I was added, stirred for 2 h; stirred with water, filtrated, washed (methanol, water, methanol), extd. (THF), recrystallized from THF, vacuum dried;
  • 53
  • [ 3317-67-7 ]
  • [ 76857-35-7 ]
YieldReaction ConditionsOperation in experiment
With pyridine In pyridine reflux, 3 d; filtration;
  • 54
  • [ 3317-67-7 ]
  • [ 41677-39-8 ]
YieldReaction ConditionsOperation in experiment
With pyridine In pyridine Co-complex was suspn. in pyridine at room temp.; filtered, washed with pyridine and either MeOH or EtOH, dried in vac. at 60°C for 4 h; elem. anal.;
With pyridine In pyridine room temperature, 3 d; filtration;
  • 55
  • [ 553-26-4 ]
  • [ 3317-67-7 ]
  • [ 83854-38-0 ]
YieldReaction ConditionsOperation in experiment
In dimethyl sulfoxide reaction with excess of bipyridine in DMSO;
In not given 120°C, 2 d; sublimation at 80°C;
  • 56
  • cobalt(II) sulphate heptahydrate [ No CAS ]
  • [ 154724-25-1 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
In dimethyl sulfoxide dry and distd. solvents; addn. of DMSO soln. of Co-compd. to Bi(pc)Br (molar ratio 39:1); detn. by UV-spectroscopy;
  • 57
  • methyl cobalt(III) phthalocyanine [ No CAS ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
In pyridine 85.5°C to 115.5°C;
In N,N-dimethyl acetamide 70°C to 110°C;
  • 58
  • (n-butylamine)phthalocyaninatocobalt(II) [ No CAS ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
In neat (no solvent) heating Co-complex (supported on γ-Al2O3) to 200°C in N2-stream; not isolated, reaction followed by UV/VIS spectroscopy;
  • 59
  • [ 83854-38-0 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
In neat (no solvent) byproducts: bipyridine; thermal decompn. at 130-230°C;
  • 60
  • Co(2+)*C32H16N8(2-)*N2C4H4*0.5C6H5Cl=Co(C32H16N8)(N2C4H4)*0.5C6H5Cl [ No CAS ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
In neat (no solvent) byproducts: pyrazine; thermal decompn. at 120-150°C;
  • 61
  • [ 85252-70-6 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
In neat (no solvent) byproducts: d5-pyridine; thermal decompn. at 85-135°C;
  • 62
  • [ 3317-67-7 ]
  • [ 253-50-9 ]
  • [ 108215-27-6 ]
  • 63
  • [ 3317-67-7 ]
  • [ 77098-75-0 ]
YieldReaction ConditionsOperation in experiment
With piperidine In further solvent(s) room temperature, 1 d;
  • 64
  • [ 3317-67-7 ]
  • [ 30289-99-7 ]
YieldReaction ConditionsOperation in experiment
With I2 In further solvent(s) 1-chloronaphthalene soln. of reagents;; elem. anal.;;
  • 65
  • [ 3317-67-7 ]
  • sodium dicyano(phthalocyaninato)Co(III) *5H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
78% With NaCN; air In ethanol Air was bubbled for 72 h at reflux temperature; filtration, washed with water, extn. with acetone, elem. anal., thermalanal.;
With O2; NaCN In ethanol in situ oxidn. with O2 in presence of excess cyanide;
  • 66
  • nitronium tetrafluoborate [ No CAS ]
  • [ 3317-67-7 ]
  • (NO2)C32H15N8Co [ No CAS ]
YieldReaction ConditionsOperation in experiment
92% In sulfolane (N2); equimolar amts; stirring at 20°C for 2 h; pouring into ice-water; centrifugation; washing (water, alcohol); drying in vac.; recrystn. (pyridine);
  • 67
  • [ 3317-67-7 ]
  • N-methylimidazole [ No CAS ]
  • (C6H4)4(C2N)4(4N)(C3H4N2CH3)2Co(1+)*Br(1-)=[(C6H4)4(C2N)4(4N)(C3H4N2CH3)2Co]Br [ No CAS ]
YieldReaction ConditionsOperation in experiment
With bromine according to: Vollmann, H., Mertens, P., U.S. Patent 3,636,040, 1972;
  • 68
  • [ 110-86-1 ]
  • [ 3317-67-7 ]
  • [ 27791-14-6 ]
YieldReaction ConditionsOperation in experiment
With bromine oxidtn. with bromine;
  • 69
  • [ 626-58-4 ]
  • [ 3317-67-7 ]
  • [ 228872-74-0 ]
YieldReaction ConditionsOperation in experiment
With bromine according to: Vollmann, H., Mertens, P., U.S. Patent 3,636,040, 1972;
  • 70
  • [ 3317-67-7 ]
  • [ 7664-41-7 ]
  • [ 228872-75-1 ]
YieldReaction ConditionsOperation in experiment
With bromine according to: Vollmann, H., Mertens, P., U.S. Patent 3,636,040, 1972;
  • 71
  • [ 3317-67-7 ]
  • [ 107-15-3 ]
  • [ 67203-96-7 ]
YieldReaction ConditionsOperation in experiment
78% In ethanol High Pressure; to suspn. CoPc in EtOH ethylenediamine was added and heated in autoclaveat 118°C at 3 atm for 3 h; product was washed with EtOH and Et2O and dried;
  • 72
  • [ 3317-67-7 ]
  • [ 11113-50-1 ]
  • B2O3#dotCoC32H16N8 [ No CAS ]
YieldReaction ConditionsOperation in experiment
In melt mixed, slowly heated to 80 °C, then rapidly to 120 °C, retained for 10 min, quenched, annealed at 60 °C for 1 h; 1.1E-2 mass% of metal phthalocyanine;
  • 73
  • [ 3317-67-7 ]
  • dipotassium 1,8-dihydroxyanthraquinone [ No CAS ]
  • Co(3+)*(C32H16N8)(2-)*K(1+)*C14H6O4(2-)=C46H22N8O4KCo [ No CAS ]
YieldReaction ConditionsOperation in experiment
87% In methanol K-salt dissolved in MeOH for 1 h, Co-complex added, refluxed for 72 h, cooled to room temp.; filtered, washed with MeOH, ppt. dried under vac.; elem. anal.;
  • 74
  • [ 3317-67-7 ]
  • [ 117-10-2 ]
  • C60H28N8O8Co [ No CAS ]
YieldReaction ConditionsOperation in experiment
In ethanol compd.s dissolved in ethanol, refluxed for 72 h; solid filtered off, washed with abs. ethanol, dried in vac., recrystd. in 1:1 ethonol-water soln.; elem. anal.;
  • 75
  • [ 290-37-9 ]
  • [ 3317-67-7 ]
  • [ 81610-44-8 ]
YieldReaction ConditionsOperation in experiment
In neat (no solvent) prepn. by fusion of pyrazine ligand in excess over macrocyclic complex according to O. Schneider, M. Hanack, Chem. Ber. 116, (1983) 2088-2108; purity verified by thin layer chromy.;
  • 76
  • [ 3317-67-7 ]
  • Zn(tetraphenylporphyrin)(pyrazine)2 [ No CAS ]
  • Co(phthalocyanine)(pyrazine)Zn(tetraphenylporphyrin)(pyrazine)Co(phthalocyanine) [ No CAS ]
YieldReaction ConditionsOperation in experiment
In 1,2-dichloro-ethane prepn. by mixing free complex and adduct in 2:1 molar ratio in dichloroethane soln.; soln. was placed to react light protected at room temp. until solid was formed; solid centrifuged; liq. residue was treated by solvent evapn.; washed (EtOH); elem. anal.;
  • 77
  • potassium cyanide [ No CAS ]
  • [ 3317-67-7 ]
  • potassium dicyanocobalt(III)phthalocyanine [ No CAS ]
YieldReaction ConditionsOperation in experiment
In ethanol mixt. of Co complex and KCN in acetone was refluxed; recrystd. (acetone);
In ethanol Reflux;
  • 78
  • [ 85-44-9 ]
  • cobalt(II) chloride hexahydrate [ No CAS ]
  • [ 57-13-6 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
89% With ammonium molybdate at 130℃; for 0.0833333h; Microwave irradiation;
53% With (NH4)2Mo2O7 In neat (no solvent) other Radiation; mixt. of O-phthalic anhydride, urea, metal salt and (NH4)2Mo2O7 irradiated in microwave oven at 460W for 8 min. the at 800W for 8 min, cooling to room temp.; washed (H2O, acetone, MeOH, 6M HCl), reflux with acetone, MeOH and CHCl3resp. about 12 h; elem. anal.;
  • 79
  • [ 3317-67-7 ]
  • CoPc*SOCl2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With thionyl chloride; lithium tetrachloroaluminate Electrochemical reaction; Inert atmosphere;
  • 80
  • [ 85-44-9 ]
  • [ 57-13-6 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
53% With ammonium dimolybdate; cobalt(II) chloride hexahydrate for 0.266667h; Microwave irradiation;
  • 81
  • cobalt(II) chloride hexahydrate [ No CAS ]
  • molybdic acid [ No CAS ]
  • [ 57-13-6 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
In not given
  • 82
  • [ 7790-94-5 ]
  • [ 7719-09-7 ]
  • [ 3317-67-7 ]
  • cobalt phthalocyanine tetrasulfonyl chloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
In neat (no solvent) mixt. of cobalt phthalocyanine (1 g) and chlorosulfonic acid (7 ml) stirred (5 h, 140°C); cooled; SOCl2 (3 ml) added; refluxed (3 h); poured into ice; ppt. washed with cold H2O; dried in air;
  • 83
  • [ 3317-67-7 ]
  • [ 83854-38-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: chlorobenzene 2: neat (no solvent) 3: pyridine / pyridine 4: neat (no solvent) 5: not given
Multi-step reaction with 3 steps 1: perdeuteriopyridine 2: neat (no solvent) 3: not given
Multi-step reaction with 3 steps 1: chlorobenzene 2: neat (no solvent) 3: not given
Multi-step reaction with 3 steps 1: pyridine / pyridine 2: neat (no solvent) 3: not given
Multi-step reaction with 5 steps 1: chlorobenzene 2: neat (no solvent) 3: perdeuteriopyridine 4: neat (no solvent) 5: not given
Multi-step reaction with 5 steps 1: perdeuteriopyridine 2: neat (no solvent) 3: pyridine / pyridine 4: neat (no solvent) 5: not given
Multi-step reaction with 5 steps 1: pyridine / pyridine 2: neat (no solvent) 3: perdeuteriopyridine 4: neat (no solvent) 5: not given

  • 84
  • [ 3317-67-7 ]
  • [ 108215-23-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: chlorobenzene 2: neat (no solvent) 3: pyridine / pyridine 4: neat (no solvent) 5: perdeuteriopyridine
Multi-step reaction with 3 steps 1: chlorobenzene 2: neat (no solvent) 3: perdeuteriopyridine
Multi-step reaction with 3 steps 1: not given 2: neat (no solvent) 3: perdeuteriopyridine
Multi-step reaction with 3 steps 1: pyridine / pyridine 2: neat (no solvent) 3: perdeuteriopyridine
Multi-step reaction with 5 steps 1: chlorobenzene 2: neat (no solvent) 3: not given 4: neat (no solvent) 5: perdeuteriopyridine
Multi-step reaction with 5 steps 1: not given 2: neat (no solvent) 3: pyridine / pyridine 4: neat (no solvent) 5: perdeuteriopyridine
Multi-step reaction with 5 steps 1: pyridine / pyridine 2: neat (no solvent) 3: not given 4: neat (no solvent) 5: perdeuteriopyridine

  • 85
  • [ 3317-67-7 ]
  • [ 74-88-4 ]
  • methyl cobalt(III) phthalocyanine [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium benzophenone ketyl In not given sodium benzophenone ketyl added to soln. of Co phthalocyanine; MeI added; not isolated; monitored by UV-vis spectra;
  • 86
  • [ 136918-14-4 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
48.5% With ammonium molibdate; cobalt(II) chloride hexahydrate; urea for 0.05h; Heating; Microwave irradiation;
  • 87
  • cobalt(II) chloride hexahydrate [ No CAS ]
  • [ 57-13-6 ]
  • [ 91-15-6 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
92% With ammonium molybdate at 110℃; for 0.166667h; Microwave irradiation;
  • 88
  • [ 136918-14-4 ]
  • cobalt(II) chloride hexahydrate [ No CAS ]
  • [ 57-13-6 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
92% With ammonium molybdate at 120℃; for 0.166667h; Microwave irradiation;
  • 89
  • [ 91-15-6 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
59% With 1,3-dimethyl-1H-imidazol-3-ium hydrogen carbonate; water In ethanol at 160℃; for 8h; chemoselective reaction;
  • 90
  • [ 3317-67-7 ]
  • [ 36220-11-8 ]
  • [ 1445611-55-1 ]
YieldReaction ConditionsOperation in experiment
30% With zinc In benzonitrile; 1,2-dichloro-benzene at 170 - 180℃; for 0.333333h;
  • 91
  • [ 85-44-9 ]
  • cobalt(II) chloride hexahydrate [ No CAS ]
  • [ 1111-78-0 ]
  • [ 57-13-6 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
0.1% Stage #1: phthalic anhydride; ammonium carbamate In water at 35 - 90℃; Industrial scale; Stage #2: cobalt(II) chloride hexahydrate; urea With ammonium molibdate In nitrobenzene at 185 - 220℃; Industrial scale;
  • 92
  • [ 6147-53-1 ]
  • [ 91-15-6 ]
  • [ 3317-67-7 ]
YieldReaction ConditionsOperation in experiment
87% With 1,8-diazabicyclo[5.4.0]undec-7-ene; at 135℃; for 3h;Inert atmosphere; General procedure: In a two-necked 50 mL round bottom flask equipped with a reflux condenser and amagnetic stirrer, 1.0 g (1 eq) of phthalonitrile, 0.30 eq of hydrated salt and two Pasteurdrops(approx. 32 mg, 0.21 mmol, 0.027 eq) of DBU (or 0.21 eq of KOH) were added andstirred in 5 mL of solvent (or in a 5.5 g of anisole/glycerol mixture) under reflux for 3 h.The mixture was then cooled, treated with 15 mL of HCl 1N, filtered and washed withwater (2 x 20 mL) and methanol (2 x 15 mL). It was then purified in a Soxhlet extractorwith glacial acetic acid until the extracts were colorless.
84% With butyl(2-hydroxyethyl)dimethylammonium acetate; at 100℃; for 2h;Ionic liquid; Inert atmosphere; General procedure: A mixture of desired phthalonitrile (4a-i, 200mg) and corresponding metal salts (0.25 equivalents) were stirred at 100C with functional ionic liquid 2c (1 equivalent) for the appropriate time (Table 1, 2 and 3). The progress of the reaction was monitored by TLC and UV-Visible spectroscopic analysis. When reaction was completed, the mixture was cooled to room temperature, and distilled water (50 mL) was added to dissolve the functional ionic liquid. The blue-green solid mass was filtered and the aqueous filtrate was evaporated using reduced pressure to recover the pure ionic liquid for further use. The solid mass was further washed thoroughly with H2O-MeOH (1:1, 100 mL) to remove the colorless impurities and metallophthalocyanines are obtained in pure form. All of the phthalocyanines are known compounds and their purities were confirmed by UV-Visible spectroscopic analysis and further comparison with literature.
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