19414-65-4|5,10,15,20-Tetra(4-methylphenyl)-21H,23H-porphine cobalt| Ambeed

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CAS No. :	19414-65-4
Formula :	C₄₈H₃₈CoN₄
M.W :	729.78
SMILES Code :	CC1=CC=C(C2=C3C=CC(C(C4=CC=C(C)C=C4)=C(N5)C=CC5=C(C6=CC=C(C)C=C6)C7=NC(C=C7)=C(C8=CC=C(C)C=C8)C9=CC=C2N9)=N3)C=C1.[Co]
MDL No. :	MFCD03453176

Yield	Reaction Conditions	Operation in experiment
	In N,N-dimethyl-formamide; at 150℃; for 24h;Inert atmosphere;	General procedure: The metalloporphyrins were mainly synthesized through thecondensation of benzaldehyde or its derivatives with pyrrole,and then metallization of the obtained porphyrins accordingto the procedure reported [59-66]. In the typical procedureof porphyrin syntheses, benzaldehyde or its derivatives(150mmol) was heated to refluxing (145 C) with stirring in propionic acid (450mL) under the nitrogen protection,followed by the addition of redistilled pyrrole (150mmol)dropwise under refluxing conditions. After refluxing for2.0h in the shield from ambient light, the resultant mixturewas cooled in air to room temperature and kept standinguntil a large amount of solid appeared. Then the solid wascollected through suction filtration and suspended in methanol(200mL) with stirring for 6.0h. The collected purplishred precipitate was washed successively using methanol(2 × 100mL) and purified through silica column chromatographyseparation with cyclohexane and dichloromethaneas eluent (10:1-4:1, volume/volume). After dried under reduced pressure for 8.0h at 80C,the obtained porphyrin (0.20 mmol) was dissolved inDMF (60mL) with corresponding anhydrous metal acetate(2.0mmol), and the obtained solution was heated torefluxing (150 C) with stirring under N2atmosphere. Therefluxing solution was kept stirring for 24.0h, and cooledto room temperature in air. Then DMF was removed underreduced pressure through rotary evaporation, and the resultantsolid was dissolved in dichloromethane (60mL) to forma purplish red solution, which was washed with water fivetimes (5 × 200mL) until the upper water layer became clearand colorless, and dried over anhydrous Na2SO4.Followingrotary evaporation, obtained purple solid was furtherpurified through silica column chromatography separationwith cyclohexane and dichloromethane as eluent (4:1-1:1,volume/volume). All of the metalloporphyrins synthesizedherein were dried under reduced pressure for 8.0h at 80Cbefore used. More details for the syntheses of metalloporphyrinshave been demonstrated in the Electronic SupplementaryMaterial.
	In N,N-dimethyl-formamide; at 150℃; for 16h;Inert atmosphere;	General procedure: The metallization of porphyrins was achieved through refluxing theligand with corresponding metal acetate in DMF according to the reportedprocedure [48-50]. In a typical procedure, porphyrin ligand(0.20 mmol) and corresponding anhydrous metal acetate (2.0 mmol)were dissolved in DMF (60 mL), and the obtained solution was heatedto refluxing (150 C) with stirring under N2 atmosphere. After refluxingfor 16.0 h, the resultant mixture was cooled to room temperaturenaturally. Then the obtained solid residue from rotary evaporationunder reduced pressure was dissolved in dichloromethane (60 mL), andthe purplish red solution was washed with water five times(5×200 mL) until the upper water layer became clear and colorless.The isolated lower layer liquid was dried over anhydrous Na2SO4. Thepurple solid obtained from rotary evaporation of the solvent was subjectedto silica column chromatography separation with eluent of cyclohexaneand dichloromethane in the volume ratio of 4:1∼1:1. Themetalloporphyrins synthesized in this work were dried at 80 C for 8.0 hunder reduced pressure before used, and characterized qualitativelythrough 1H NMR, 13C NMR and ESI-MS. The details for the synthesesand characterizations of metalloporphyrins have been illustrated in theSupplementary Information.
	In N,N-dimethyl-formamide; at 150℃; for 24h;Inert atmosphere;	General procedure: All the porphyrin cobalts (II) were obtained through metallation ofthe corresponding porphyrin with anhydrous cobalt (II) acetate in N,N-dimethylformamide(DMF) following the procedure reported (Eqs. 1 and2 in Scheme 1) [79-81]. In a typical procedure, porphyrin synthesized in 2.2 (0.30 mmol) was dissolved in DMF (120 mL) and heated to refluxing(150 C) under the protection of nitrogen. Then anhydrous cobalt (II)acetate (3.0 mmol) was added in one portion followed by stirring and refluxing for another 24.0 h. After the solvent being evaporated under reduced pressure, the obtained purple residue was dissolved in dichloromethane (50 mL), washed with water (5 × 200) and dried over anhydrous Na2SO4. At last, silica column chromatography was utilized in further purification of the purple solid obtained after rotary evaporation of the solvent, with the mixture of cyclohexane and dichloromethaneas eluent (Vcyclohexane :V dichloromethane =4 : 1 1 : 1). All the obtained porphyrin cobalts (II) were dried at 75 C for 12.0 h under reduced pressure before used and characterized through FT-IR and ESI-MS. Details could be seen in the Electronic Supplementary Information.

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Disposal
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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
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H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
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H332	Harmful if inhaled
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H340	May cause genetic defects
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H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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CAS No.: 19414-65-4

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CAS No.: 19414-65-4

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