CAS No.14609-54-2,meso-Tetra(4-carboxyphenyl)porphine Suppliers

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Basic Information

Molecular Structure:
CAS No.:	14609-54-2
Name:	meso-Tetra(4-carboxyphenyl)porphine
Article Data:	103
Cas Database

Formula:	C₄₈H₃₀N₄O₈
Molecular Weight:	790.788
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;
Density:	1.463 g/cm³
Melting Point:	>300 °C
Appearance:	purple powder
Safety:	22-24/25
PSA:	205.50000
LogP:	5.65900

Synthetic route

: 22112-83-0
5,10,15,20-tetrakis(4-methoxycarbonylphenyl)porphyrin

: 14609-54-2
tetrakis(4-carboxyphenyl)porphyrin

Conditions

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%

: 109-97-7
pyrrole

: 619-66-9
4-Carboxybenzaldehyde

: 14609-54-2
tetrakis(4-carboxyphenyl)porphyrin

Conditions

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%

: 109-97-7
pyrrole

: 1571-08-0
methyl 4-formylbenzoate

: 14609-54-2
tetrakis(4-carboxyphenyl)porphyrin

Conditions

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

Conditions	Yield
for 2h; Reflux;	26%

...Expand

: 109-97-7
pyrrole

: C8H6O3*H3N

: 14609-54-2
tetrakis(4-carboxyphenyl)porphyrin

Conditions

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

Conditions	Yield
With sodium hydroxide In tetrahydrofuran; methanol

: 1571-08-0
methyl 4-formylbenzoate

: 14609-54-2
tetrakis(4-carboxyphenyl)porphyrin

Conditions

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

: 109-97-7
pyrrole

: 623-27-8
terephthalaldehyde,

: 14609-54-2
tetrakis(4-carboxyphenyl)porphyrin

Conditions

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

Conditions	Yield
Reflux;

...Expand

: 4-(10,15,20-tris(4-(methoxycarbonyl)phenyl)porphyrin-5-yl)benzoic acid

: 14609-54-2
tetrakis(4-carboxyphenyl)porphyrin

Conditions

Conditions	Yield
With water; potassium hydroxide In tetrahydrofuran; methanol at 120℃; for 12h;

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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%.

meso-Tetra(4-carboxyphenyl)porphine is used to produce 4,4',4'',4'''-(21H,23H-porphine-5,10,15,20-tetrayl) tetrakis(benzoic acid chloride).

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-.