5,10,15,20-Tetrakis(4-hydroxyphenyl)porphyrin

• CAS: 51094-17-8
• Catalog Number: ACM51094178
• Category: Organic & Printed Electronics
• Molecular Weight: 678.75
• Molecular Formula: C44H30N4O4
• Description: Alfa Chemistry offers 5,10,15,20-Tetrakis(4-hydroxyphenyl)porphyrin products for various research purposes. Please contact us by email if you do not find the specification you are looking for on this page.
• Synonyms: 5,10,15,20-Tetrakis(4-hydroxyphenyl)-21H,23H-porphine
• IUPAC Name: 4-[10,15,20-tris(4-hydroxyphenyl)-21,23-dihydroporphyrin-5-yl]phenol
• Canonical SMILES: C1=CC(=CC=C1C2=C3C=CC(=C(C4=NC(=C(C5=CC=C(N5)C(=C6C=CC2=N6)C7=CC=C(C=C7)O)C8=CC=C(C=C8)O)C=C4)C9=CC=C(C=C9)O)N3)O
• InChI: InChI=1S/C44H30N4O4/c49-29-9-1-25(2-10-29)41-33-17-19-35(45-33)42(26-3-11-30(50)12-4-26)37-21-23-39(47-37)44(28-7-15-32(52)16-8-28)40-24-22-38(48-40)43(36-20-18-34(41)46-36)27-5-13-31(51)14-6-27/h1-24,45,48-52H
• InChI Key: VFHDWGAEEDVVPD-UHFFFAOYSA-N
• Appearance: Gray to Dark purple to Black powder to crystal
• Application: The porphyrin metal complexes are important in-vivo, because they are included in chlorophyll functioning photo absorption and photo electron transfer for photosynthesis, and also included in heme transporting oxygen in blood. In addition, porphyrinato metal complexes are useful for photoelectron functional materials, metal complex catalysts and molecular electrical conductors.
• Complexity: 973
• Covalently-Bonded Unit Count: 1
• Exact Mass: 678.227g/mol
• Features And Benefits: Chemical modifications of substituted groups, metal centers, and axial ligands on the porphyrinato metal complexes show various functionalities. Normal porphyrin complexes have sharp absorptions, around 400-500 nm, and the Q band around 500-700 nm which is a relatively weak absorption. Molar absorption coefficients of the Soret band are up to the order of 106 M/cm. The chlorophyll and porphyrinato zinc complexes hardly show energy relaxation of absorbed light, but easily show photoelectron transfer.
• H-Bond Acceptor: 6
• H-Bond Donor: 6
• Heavy Atom Count: 52
• MDL Number: MFCD00191501
• Molar Extinction Coefficient: min. 400000(MeOH)
• Monoisotopic Mass: 678.227g/mol
• Physical State: (20 deg.C) Solid
• Rotatable Bond Count: 4
• Storage Conditions: Store at room temperature and dry
• Topological Polar Surface Area: 138A^2

Synthetic Use

Upstream Synthesis Route 1

• 57450-61-0

• 51094-17-8

Reference: [1] Dyes and Pigments, 2013, vol. 96, # 2, p. 440 - 448
[2] Chemical Communications, 2017, vol. 53, # 60, p. 8423 - 8426

Upstream Synthesis Route 2

• 109-97-7
• 123-08-0

• 51094-17-8

Reference: [1] Patent: CN105085536, 2018, B, . Location in patent: Paragraph 0060; 0117-0122

Upstream Synthesis Route 3

• 22112-78-3

• 51094-17-8

Reference: [1] Journal of Porphyrins and Phthalocyanines, 2017, vol. 21, # 2, p. 88 - 102

Upstream Synthesis Route 4

• 22112-78-3

• 51094-17-8

Reference: [1]Sánchez-Bojorge, Nora A.; Flores-Armendáriz, Simón; Fuentes-Montero, María E.; Ramos-Sánchez, Victor H.; Zaragoza-Galán, Gerardo; Rodríguez-Valdez, Luz M.
[Journal of Porphyrins and Phthalocyanines, 2017, vol. 21, # 2, p. 88 - 102]