Structure of 60804-74-2
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
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Computational chemistry study of iron-based complexes for aqueous redox flow batteries
Nguyen, Giang ;
Abstract: Redox flow batteries (RFBs) are a new kind of battery with a great potential to store electricity from renewable energy sources like solar, wind, and tidal on a large scale. This project aims to discover new RFB active compounds that are eco-friendly and inexpensive to produce compared to vanadium, which is the current active compound for most commercial RFBs. This research focuses on iron-based organometallic complexes which are promising inexpensive and long-lived catholytes for aqueous RFBs. The long-term goal of this project is to discover new active compounds for aqueous redox flow battery (RFB). When iron binds with bipyridine (a common ligand for organometallic complexes), it gives stability at near-neutral pH and high discharge potential (high energy density) relative to uncompleted ferrous/ferric ions. However, there are two major challenges with Iron tris(2,2’-bipyridine): low aqueous solubility and dimerization. In this research project, computational chemistry, mainly density functional theory (DFT), will be applied to predict properties of Iron tris(2,2’-bipyridine) for RFBs. Redox potentials are best predicted via computation of Gibbs free energies in a Born-Haber thermodynamic cycle. Due to a variety of functionals and basis sets that serve as inputs for quantum chemistry calculations, different approximations including BP89, PBE, PBE0, B3LYP, BHLYP, B3PW91 and CAM-B3LYP were performed to match redox potential and structural determinations from DFT with actual lab data. As a result, PBE0 functional with LANL2DZ/def2-TZVP basis set gave the most accurate information. Hence, it is applied for deeper study about molecular orbitals, electrostatic potential, and the highest occupied (HOMO) and lowest unoccupied molecular orbital (LUMO) In the pursuit of new RFB compounds, it is critical to understand the relationship of molecular structure, functional group properties, and electronic properties. Redox potential of 13 derivatives of bipyridine were calculated. We were able to plot the effects of substituents on bipyridine ligand on the complex’s redox potentials by applying Hammett equation. In addition, dimerization of Fe(bpy)3SO4, which leads to poor voltage efficiencies in batteries with this catholyte is studied in this research. Due to spin-crossover of the charged (oxidized) Fe (III) complex, it changes structural, vibrational, electronic, and magnetic properties of the molecule. Hence, it forms a dimer during discharge which leads to a drop in voltage efficiency. Preventing dimerization is important in RFB research because it maintain total voltage output of the redox flow battery. Due to spin-crossover phenomenon, broken symmetry was applied to describe the magnetic properties of dimer which is antiferromagnetic. In addition, the dimer undergoes two electron reductions to regenerate two Febpy2+ monomers, thus a modified Born-Haber thermodynamic cycle is applied in discharge reaction to estimate discharge potential of dimer.
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CAS No. : | 60804-74-2 |
Formula : | C30H24F12N6P2Ru |
M.W : | 859.55 |
SMILES Code : | F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.C1(C2=NC=CC=C2)=NC=CC=C1.C3(C4=NC=CC=C4)=NC=CC=C3.C5(C6=NC=CC=C6)=NC=CC=C5.[Ru+2] |
MDL No. : | MFCD11042502 |
InChI Key : | KLDYQWXVZLHTKT-UHFFFAOYSA-N |
Pubchem ID : | 15198703 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
Num. heavy atoms | 51 |
Num. arom. heavy atoms | 36 |
Fraction Csp3 | 0.0 |
Num. rotatable bonds | 3 |
Num. H-bond acceptors | 18.0 |
Num. H-bond donors | 0.0 |
Molar Refractivity | 169.54 |
TPSA ? Topological Polar Surface Area: Calculated from |
104.52 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
0.0 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
10.73 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
18.24 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
2.41 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
2.55 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
6.79 |
Log S (ESOL):? ESOL: Topological method implemented from |
-12.25 |
Solubility | 0.0000000005 mg/ml ; 0.0 mol/l |
Class? Solubility class: Log S scale |
Insoluble |
Log S (Ali)? Ali: Topological method implemented from |
-12.88 |
Solubility | 0.0000000001 mg/ml ; 0.0 mol/l |
Class? Solubility class: Log S scale |
Insoluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-4.16 |
Solubility | 0.0602 mg/ml ; 0.00007 mol/l |
Class? Solubility class: Log S scale |
Moderately soluble |
GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg |
Low |
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg |
No |
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) |
Yes |
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) |
No |
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) |
No |
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) |
No |
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) |
No |
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) |
Yes |
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from |
-3.92 cm/s |
Lipinski? Lipinski (Pfizer) filter: implemented from |
1.0 |
Ghose? Ghose filter: implemented from |
None |
Veber? Veber (GSK) filter: implemented from |
0.0 |
Egan? Egan (Pharmacia) filter: implemented from |
1.0 |
Muegge? Muegge (Bayer) filter: implemented from |
3.0 |
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat |
0.55 |
PAINS? Pan Assay Interference Structures: implemented from |
0.0 alert |
Brenk? Structural Alert: implemented from |
1.0 alert: heavy_metal |
Leadlikeness? Leadlikeness: implemented from |
No; 1 violation:MW<2.0 |
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) |
3.81 |
Tags: 60804-74-2 synthesis path| 60804-74-2 SDS| 60804-74-2 COA| 60804-74-2 purity| 60804-74-2 application| 60804-74-2 NMR| 60804-74-2 COA| 60804-74-2 structure
A164545 [1000504-35-7]
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2-(2,4-Difluorophenyl)pyridine
Similarity: 0.59
A154001 [939793-18-7]
2-(5-(Trifluoromethyl)pyridin-2-yl)acetonitrile
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A350925 [1000536-10-6]
2-(4-(Trifluoromethyl)pyridin-2-yl)acetonitrile
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A110761 [74173-48-1]
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