22-chloro-2,7,12,17-tetrakis(pentafluorophenyl)-21,23,24,25-tetraaza-22-ferrahexacyclo[9.9.3.13,6.113,16.08,23.018,21]pentacosa-1(20),4,8,10,14,18-hexaene

• ChemBase ID: 149326
• Molecular Formular: C44H18ClF20FeN4
• Molecular Mass: 1073.906584
• Monoisotopic Mass: 1073.02500118
• SMILES: c1c2n3c(c1)C(C1NC(C(c4n(c(C(C5NC(C2c2c(c(c(c(c2F)F)F)F)F)C=C5)c2c(c(c(c(c2F)F)F)F)F)cc4)[Fe]3Cl)c2c(c(c(c(c2F)F)F)F)F)C=C1)c1c(c(c(c(c1F)F)F)F)F
• Canonical SMILES: Cl[Fe]1n2c3ccc2C(C2C=CC(C(c4n1c(cc4)C(C1NC(C3c3c(F)c(F)c(c(c3F)F)F)C=C1)c1c(F)c(F)c(c(c1F)F)F)c1c(F)c(F)c(c(c1F)F)F)N2)c1c(F)c(F)c(c(c1F)F)F
• InChI: InChI=1S/C44H18F20N4.ClH.Fe/c45-25-21(26(46)34(54)41(61)33(25)53)17-9-1-2-10(65-9)18(22-27(47)35(55)42(62)36(56)28(22)48)12-5-6-14(67-12)20(24-31(51)39(59)44(64)40(60)32(24)52)16-8-7-15(68-16)19(13-4-3-11(17)66-13)23-29(49)37(57)43(63)38(58)30(23)50;;/h1-10,15-20,65,68H;1H;/q-2;;+3/p-1
• InChIKey: FJTQYZSCTAHMED-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 22-chloro-2,7,12,17-tetrakis(pentafluorophenyl)-21,23,24,25-tetraaza-22-ferrahexacyclo[9.9.3.1^3,^6.1^1^3,^1^6.0^8,^2^3.0^1^8,^2^1]pentacosa-1(20),4,8,10,14,18-hexaene
• IUPAC Traditional name: 22-chloro-2,7,12,17-tetrakis(pentafluorophenyl)-21,23,24,25-tetraaza-22-ferrahexacyclo[9.9.3.1^3,^6.1^1^3,^1^6.0^8,^2^3.0^1^8,^2^1]pentacosa-1(20),4,8,10,14,18-hexaene
• Synonyms: 5,10,15,20-Tetrakis(pentafluorophenyl)-21H,23H-porphyrin iron(III) chloride; 5,10,15,20-Tetrakis(pentafluorophenyl)porphyrin iron(III) chloride complex; 5,10,15,20-四(五氟苯基)-21H,23H-卟啉氯化铁(III); 5,10,15,20-四(五氟苯基)卟啉氯化铁(III)络合物

Database IDs

• CAS Number: 36965-71-6
• MDL Number: MFCD00012151
• Beilstein Number: 8674334
• PubChem SID: 24855248; 24888922

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 4.256565
• LogD (pH = 7.4): 6.9977813
• Log P: 11.1695
• Molar Refractivity: 209.3217 cm^3
• Polarizability: 76.34867 Å^3
• Polar Surface Area: 33.92 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Absorption Wavelength: λmax 415 nm; λmax 498 nm (2nd)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥95% (HPLC); ≥98.0% (HPLC)
• Grade: purum
• Empirical Formula (Hill Notation): C44H8ClF20FeN4

DETAILS

Sigma Aldrich - 252913

Features and Benefits
Catalyst for epoxidations with peroxides, oxidative decarbonylations, and aliphatic hydroxylations.4,5,6
Preferred catalyst in catalytic oxygenation reactions.
Packaging
100 mg in glass bottle
Application
Catalyst for epoxidations with peroxides,1 oxidative decarbonylations,2 and aliphatic hydroxylations.3

Sigma Aldrich - 87638

Other Notes
Electron-deficient iron-porphyrin complex which is more stable to oxidation than iron-TPP1; Employed as a cytochrome-model in oxidation reactions2,3,4