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Cas Database |
| Name |
meso-Tetra(4-carboxyphenyl)porphine |
EINECS | N/A |
| CAS No. | 14609-54-2 | Density | 1.463 g/cm3 |
| PSA | 205.50000 | LogP | 5.65900 |
| Solubility | N/A | Melting Point |
>300 °C |
| Formula | C48H30N4O8 | Boiling Point | N/A |
| Molecular Weight | 790.788 | Flash Point | N/A |
| Transport Information | N/A | Appearance | purple powder |
| Safety | 22-24/25 | Risk Codes | N/A |
| Molecular Structure |
|
Hazard Symbols | N/A |
| Synonyms |
Benzoicacid, 4,4',4'',4'''-(5,10,15,20-porphinetetrayl)tetra- (8CI);4,4',4'',4'''-(21H,23H-Porphine-5,10,15,20-tetrayl)tetrakis(benzoicacid);5,10,15,20-Tetrakis(4-carboxyphenyl)porphine;5,10,15,20-Tetrakis(4-carboxyphenyl)porphyrin;TCPP;TCPP (porphinederivative);Tetra(4-carboxyphenyl)porphine;Tetra(4-carboxyphenyl)porphyrin;Tetra(p-carboxyphenyl)porphyrin;Tetrakis(4-carboxyphenyl)porphine;Tetrakis(4-carboxyphenyl)porphyrin;Tetrakis(p-carboxyphenyl)porphine;Tetrakis(p-carboxyphenyl)porphyrin;meso-Tetra(4-carboxyphenyl)porphine;meso-Tetra(p-carboxyphenyl)porphine;meso-Tetra(p-carboxyphenyl)porphyrin;meso-Tetrakis(4-carboxyphenyl)porphine;meso-Tetrakis(4-carboxyphenyl)porphyrin;meso-Tetrakis(p-carboxyphenyl)porphine;meso-Tetrakis(p-carboxyphenyl)porphyrin;a,b,g,d-Tetrakis(4-carboxyphenyl)porphine; |
Article Data | 103 |
meso-Tetra(4-carboxyphenyl)porphine Synthetic route
- 22112-83-0
5,10,15,20-tetrakis(4-methoxycarbonylphenyl)porphyrin
- 14609-54-2
tetrakis(4-carboxyphenyl)porphyrin
| Conditions | Yield |
|---|---|
| With potassium hydroxide In tetrahydrofuran; water at 75℃; for 16h; | 98% |
| With potassium hydroxide In tetrahydrofuran; ethanol at 70℃; for 24h; | 96.8% |
| With potassium hydroxide In tetrahydrofuran; methanol; water for 24h; Reflux; | 96% |
| Conditions | Yield |
|---|---|
| Stage #1: pyrrole; 4-Carboxybenzaldehyde In N,N-dimethyl-formamide at 100℃; for 0.166667h; Inert atmosphere; Stage #2: With toluene-4-sulfonic acid In N,N-dimethyl-formamide at 150℃; for 1h; Inert atmosphere; | 75% |
| In propionic acid for 2h; Reflux; | 55% |
| With propionic acid at 20℃; for 2h; Reflux; | 55% |
| Conditions | Yield |
|---|---|
| Stage #1: pyrrole; methyl 4-formylbenzoate With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 1.5h; Darkness; Stage #2: With chloranil In dichloromethane Stage #3: With sodium hydroxide | 35% |
| Stage #1: pyrrole; methyl 4-formylbenzoate With propionic acid at 160℃; for 12h; Stage #2: With potassium hydroxide In tetrahydrofuran; methanol; water at 80℃; for 12h; | |
| Stage #1: pyrrole; methyl 4-formylbenzoate With propionic acid at 140℃; for 12h; Stage #2: With potassium hydroxide In tetrahydrofuran; methanol; water at 80℃; for 12h; |
- 109-97-7
pyrrole
- 619-66-9
4-Carboxybenzaldehyde
- 802294-64-0
propionic acid
- 14609-54-2
tetrakis(4-carboxyphenyl)porphyrin
| Conditions | Yield |
|---|---|
| for 2h; Reflux; | 26% |
| Conditions | Yield |
|---|---|
| Stage #1: pyrrole; C8H6O3*H3N With propionic acid for 3h; Heating / reflux; Stage #2: With sodium hydrogencarbonate In water Stage #3: With hydrogenchloride In water pH=< 6; |
- 14609-51-9
5,10,15,20-tetrakis(4-cyanophenyl)porphirin
- 14609-54-2
tetrakis(4-carboxyphenyl)porphyrin
| Conditions | Yield |
|---|---|
| With sodium hydroxide In tetrahydrofuran; methanol |
- 1571-08-0
methyl 4-formylbenzoate
- 14609-54-2
tetrakis(4-carboxyphenyl)porphyrin
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: propionic acid / 1 h / 80 - 140 °C 2: potassium hydroxide / tetrahydrofuran / 24 h / Reflux View Scheme | |
| Multi-step reaction with 2 steps 1: propionic acid / 1.5 h / 140 °C 2: potassium hydroxide / tetrahydrofuran; water / 48 h / 66 °C View Scheme | |
| Multi-step reaction with 2 steps 1: propionic acid / 12 h / Reflux 2: sodium hydroxide / water; tetrahydrofuran; methanol / 12 h / Reflux View Scheme |
| Conditions | Yield |
|---|---|
| In propionic acid for 0.833333h; Reflux; Inert atmosphere; |
- 109-97-7
pyrrole
- 802294-64-0
propionic acid
- 1571-08-0
methyl 4-formylbenzoate
- 14609-54-2
tetrakis(4-carboxyphenyl)porphyrin
| Conditions | Yield |
|---|---|
| Reflux; |
- 14609-54-2
tetrakis(4-carboxyphenyl)porphyrin
| Conditions | Yield |
|---|---|
| With water; potassium hydroxide In tetrahydrofuran; methanol at 120℃; for 12h; |
meso-Tetra(4-carboxyphenyl)porphine Specification
The meso-Tetra(4-carboxyphenyl)porphine with CAS registry number of 14609-54-2 is also known as Benzoicacid, 4,4',4'',4'''-(5,10,15,20-porphinetetrayl)tetra- (8CI). The IUPAC name is 4-[10,15,20-Tris(4-carboxyphenyl)-21,24-dihydroporphyrin-5-yl]benzoic acid. It belongs to product categories of Porphyrins; Synthetic Porphyrins; Analytical Chemistry; Biochemistry; Chelating Reagents; Ligands for Pharmaceutical Research; Magnetic Resonance Imaging (Chelating Reagents); Porphines. In addition, the formula is C48H30N4O8 and the molecular weight is 790.77. When you are using this chemical, do not breathe dust and avoid contact with skin and eyes.
Physical properties about meso-Tetra(4-carboxyphenyl)porphine are: (1)ACD/LogP: 7.54; (2)# of Rule of 5 Violations: 4; (3)#H bond acceptors: 12; (4)#H bond donors: 6; (5)#Freely Rotating Bonds: 8; (6)Polar Surface Area: 206.56Å2; (7)Index of Refraction: 1.734; (8) Molar Refractivity: 216.672 cm3; (9)Molar Volume: 540.517 cm3; (10)Surface Tension: 79.865 dyne/cm; (11)Density: 1.463 g/cm3.
Uses of meso-Tetra(4-carboxyphenyl)porphine: it is used to produce 4,4',4'',4'''-(21H,23H-porphine-5,10,15,20-tetrayl) tetrakis(benzoic acid chloride). The reaction occurs with reagent thionyl chloride and other condition of heating for 10 hours. The yield is about 87%.
porphine(1).png)
You can still convert the following datas into molecular structure:
1.SMILES: OC(=O)c1ccc(cc1)c7c2\C=C/c(n2)c(c3nc(cc3)c(c\4nc(/C=C/4)c(c5ccc(cc5)C(O)=O)c6ccc7n6)c8ccc(cc8)C(O)=O)c9ccc(cc9)C(O)=O
2.InChI: InChI=1/C48H30N4O8/c53-45(54)29-9-1-25(2-10-29)41-33-17-19-35(49-33)42(26-3-11-30(12-4-26)46(55)56)37-21-23-39(51-37)44(28-7-15-32(16-8-28)48(59)60)40-24-22-38(52-40)43(36-20-18-34(41)50-36)27-5-13-31(14-6-27)47(57)58/h1-24,49,52H,(H,53,54)(H,55,56)(H,57,58)(H,59,60)/b41-33-,41-34-,42-35-,42-37-,43-36-,43-38-,44-39-,44-40-
3.InChIKey: HHDUMDVQUCBCEY-LWQDQPMZBG
4.Std. InChI: InChI=1S/C48H30N4O8/c53-45(54)29-9-1-25(2-10-29)41-33-17-19-35(49-33)42(26-3-11-30(12-4-26)46(55)56)37-21-23-39(51-37)44(28-7-15-32(16-8-28)48(59)60)40-24-22-38(52-40)43(36-20-18-34(41)50-36)27-5-13-31(14-6-27)47(57)58/h1-24,49,52H,(H,53,54)(H,55,56)(H,57,58)(H,59,60)/b41-33-,41-34-,42-35-,42-37-,43-36-,43-38-,44-39-,44-40-.
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