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Type HazMat fee for 500 gram (Estimated)
Excepted Quantity USD 0.00
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Inaccessible (Haz class 6.1), International USD 150+
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Chemical Structure| 143-66-8 Chemical Structure| 143-66-8

Structure of Sodium tetraphenylborate
CAS No.: 143-66-8

Chemical Structure| 143-66-8

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Product Citations      Show More

Chun-Lin Deng ; Akachukwu D. Obi ; Bi Youan E. Tra ; Samir Kumar Sarkar ; Diane A. Dickie ; Robert J. Gilliard Jr.

Abstract: Substitution of a C=C bond by an isoelectronic B-N bond is a well-established strategy to alter the electronic structure and stability of acenes. BN-substituted acenes that possess narrow energy gaps have attractive optoelectronic properties. However, they are susceptible to air and/or light. Here we present the design, synthesis and molecular structures of fully π-conjugated cationic BN-doped acenes stabilized by carbodicarbene ligands. They are luminescent in the solution and solid states and show high air and moisture stability. Compared with their neutral BN-substituted counterparts as well as the parent all-carbon acenes, these species display improved quantum yields and small optical gaps. The electronic structures of the azabora-anthracene and azabora-tetracene cations resemble higher-order acenes while possessing high photo-oxidative resistance. Investigations using density functional theory suggest that the stability and photo-physics of these conjugated systems may be ascribed to their cationic nature and the electronic properties of the carbodicarbene.

Purchased from AmBeed: ;

Lukas Sommerauer ; Matthew Konkler ; Gerald Presley ; Thomas Schnabel ; Alexander Petutschnigg ; Barbara Hinterstoisser

Abstract: Bark residues from Douglas fir are an abundant resource that is currently used primarily in low-value energy recovery or is landfilled. Bark extractives are rich in diverse compounds like terpenes, fatty acids, phenols, and sugars with potential uses in a variety of high value applications. The study explores the potential of enzymatic hydrolysis to improve phenolic compounds from Douglas fir bark. It also assesses differences in chemical composition among rhytidome, phloem, and comingled bark fractions from an industrial waste pile. Phloem fractions exhibit higher yields of extractives, rhytidome fractions have elevated lignin levels, while the comingled fraction lies between the two except in ash content which was higher than in the separated fractions. Fungal decay tests with Gloeophyllum trabeum and Coniophora puteana on extract treated wood suggest potential for growth inhibition in extracts, about 58–31 % and 30–7% mass loss (in average) respectively, but due to high mass loss at low concentrations an enzymatic modification approach seems crucial for enhanced inhibition. Growth responses in whole-cell fermentation approach display variability depending on the participating microorganisms. Enzymatic hydrolysis with beta-glucosidase improved the antioxidant properties of bark extracts and holds promise for altering the chemical composition and enhancing bioactivity.

Keywords: antioxidant properties ; aqueous extract ; Douglas fir bark ; enzymatic hydrolysis ; organism growth responses

Purchased from AmBeed: ; ;

Dhyllan A. Skiba ;

Abstract: Rechargeable metal-anode batteries are a promising post Li-ion battery development. However, the high reactivity of metallic anodes with the electrolyte results in the formation of a solid-electrolyte interphase (SEI). Electrolyte design is a key handle in controlling the SEI composition in metal-anode batteries, but our understanding of the electrolyte—specifically the cation’s first coordination sphere is limited. In this thesis, the study of ion solvation and complexation techniques are brought into the context of battery electrolytes. Relevant data from literature is summarized and supplemented with enthalpy of solution (ΔsolH) and enthalpy of transfer (ΔtrH) measurements for the Li-battery relevant salts, LiPF6 and LiTFSI, in a set of polar aprotic solvents. The trends observed are rationalized by consideration of solvent and anion properties, particularly the solvent donicity and anion size. To achieve a finer picture of the Li+ coordination sphere, isothermal titration calorimetry (ITC) and potentiometric titrations (PT) were employed with a set of exemplar electrolytes to probe the thermodynamic evolution of the Li+ coordination complex as weak solvent is displaced by a stronger solvent in the first coordination sphere. Raman spectroscopy is used to confirm that solvent displacement occurs as expected, and the effect of the anion on ITC measurements is investigated. A statistical binding model is developed which is fit to the experimental titration data to extract an average change in Gibbs free energy (ΔG), enthalpy (ΔH), and entropy (ΔS) of solvent displacement. Preferential solvation tendencies are quantified for EC:DMC and EC:PC electrolyte using this methodology, and compared with preferences observed by other workers. This thesis provides the framework for future studies on the thermodynamics of more complex battery electrolyte coordination environments and its connection with the SEI composition.

Purchased from AmBeed: ; ;

Alternative Products

Product Details of [ 143-66-8 ]

CAS No. :143-66-8
Formula : C24H20BNa
M.W : 342.22
SMILES Code : C1([B-](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)=CC=CC=C1.[Na+]
MDL No. :MFCD00011494
InChI Key :HFSRCEJMTLMDLI-UHFFFAOYSA-N
Pubchem ID :2723787

Safety of [ 143-66-8 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H301-H315-H319-H335
Precautionary Statements:P261-P301+P310-P305+P351+P338
Class:6.1
UN#:2811
Packing Group:

Computational Chemistry of [ 143-66-8 ] Show Less

Physicochemical Properties

Num. heavy atoms 26
Num. arom. heavy atoms 24
Fraction Csp3 0.0
Num. rotatable bonds 4
Num. H-bond acceptors 0.0
Num. H-bond donors 0.0
Molar Refractivity 110.06
TPSA ?

Topological Polar Surface Area: Calculated from
Ertl P. et al. 2000 J. Med. Chem.

0.0 Ų

Lipophilicity

Log Po/w (iLOGP)?

iLOGP: in-house physics-based method implemented from
Daina A et al. 2014 J. Chem. Inf. Model.

0.0
Log Po/w (XLOGP3)?

XLOGP3: Atomistic and knowledge-based method calculated by
XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry

7.1
Log Po/w (WLOGP)?

WLOGP: Atomistic method implemented from
Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.

3.06
Log Po/w (MLOGP)?

MLOGP: Topological method implemented from
Moriguchi I. et al. 1992 Chem. Pharm. Bull.
Moriguchi I. et al. 1994 Chem. Pharm. Bull.
Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.

6.27
Log Po/w (SILICOS-IT)?

SILICOS-IT: Hybrid fragmental/topological method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

4.82
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

4.25

Water Solubility

Log S (ESOL):?

ESOL: Topological method implemented from
Delaney JS. 2004 J. Chem. Inf. Model.

-6.85
Solubility 0.0000479 mg/ml ; 0.00000014 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Poorly soluble
Log S (Ali)?

Ali: Topological method implemented from
Ali J. et al. 2012 J. Chem. Inf. Model.

-6.92
Solubility 0.0000413 mg/ml ; 0.000000121 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Poorly soluble
Log S (SILICOS-IT)?

SILICOS-IT: Fragmental method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

-9.97
Solubility 0.0000000366 mg/ml ; 0.0000000001 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Poorly soluble

Pharmacokinetics

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

Yes
P-gp substrate?

P-glycoprotein substrate: SVM model built on 1033 molecules (training set)
and tested on 415 molecules (test set)
10-fold CV: ACC=0.72 / AUC=0.77
External: ACC=0.88 / AUC=0.94

Yes
CYP1A2 inhibitor?

Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.83 / AUC=0.90
External: ACC=0.84 / AUC=0.91

Yes
CYP2C19 inhibitor?

Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.80 / AUC=0.86
External: ACC=0.80 / AUC=0.87

No
CYP2C9 inhibitor?

Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set)
and tested on 2075 molecules (test set)
10-fold CV: ACC=0.78 / AUC=0.85
External: ACC=0.71 / AUC=0.81

No
CYP2D6 inhibitor?

Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set)
and tested on 1068 molecules (test set)
10-fold CV: ACC=0.79 / AUC=0.85
External: ACC=0.81 / AUC=0.87

No
CYP3A4 inhibitor?

Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set)
and tested on 2579 molecules (test set)
10-fold CV: ACC=0.77 / AUC=0.85
External: ACC=0.78 / AUC=0.86

No
Log Kp (skin permeation)?

Skin permeation: QSPR model implemented from
Potts RO and Guy RH. 1992 Pharm. Res.

-3.35 cm/s

Druglikeness

Lipinski?

Lipinski (Pfizer) filter: implemented from
Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev.
MW ≤ 500
MLOGP ≤ 4.15
N or O ≤ 10
NH or OH ≤ 5

1.0
Ghose?

Ghose filter: implemented from
Ghose AK. et al. 1999 J. Comb. Chem.
160 ≤ MW ≤ 480
-0.4 ≤ WLOGP ≤ 5.6
40 ≤ MR ≤ 130
20 ≤ atoms ≤ 70

None
Veber?

Veber (GSK) filter: implemented from
Veber DF. et al. 2002 J. Med. Chem.
Rotatable bonds ≤ 10
TPSA ≤ 140

0.0
Egan?

Egan (Pharmacia) filter: implemented from
Egan WJ. et al. 2000 J. Med. Chem.
WLOGP ≤ 5.88
TPSA ≤ 131.6

0.0
Muegge?

Muegge (Bayer) filter: implemented from
Muegge I. et al. 2001 J. Med. Chem.
200 ≤ MW ≤ 600
-2 ≤ XLOGP ≤ 5
TPSA ≤ 150
Num. rings ≤ 7
Num. carbon > 4
Num. heteroatoms > 1
Num. rotatable bonds ≤ 15
H-bond acc. ≤ 10
H-bond don. ≤ 5

2.0
Bioavailability Score?

Abbott Bioavailability Score: Probability of F > 10% in rat
implemented from
Martin YC. 2005 J. Med. Chem.

0.55

Medicinal Chemistry

PAINS?

Pan Assay Interference Structures: implemented from
Baell JB. & Holloway GA. 2010 J. Med. Chem.

0.0 alert
Brenk?

Structural Alert: implemented from
Brenk R. et al. 2008 ChemMedChem

1.0 alert: heavy_metal
Leadlikeness?

Leadlikeness: implemented from
Teague SJ. 1999 Angew. Chem. Int. Ed.
250 ≤ MW ≤ 350
XLOGP ≤ 3.5
Num. rotatable bonds ≤ 7

No; 1 violation:MW<1.0
Synthetic accessibility?

Synthetic accessibility score: from 1 (very easy) to 10 (very difficult)
based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties,
trained on 12'782'590 molecules and tested on 40 external molecules (r2 = 0.94)

3.85

Application In Synthesis of [ 143-66-8 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 143-66-8 ]

[ 143-66-8 ] Synthesis Path-Downstream   1~26

  • 1
  • [ 3764-01-0 ]
  • [ 143-66-8 ]
  • [ 2456-81-7 ]
  • 1,1',1''-(pyrimidin-2,4,6-triyl)-tris-4-(pyrrolidin-1-yl)pyridinium tris(tetraphenylborate) [ No CAS ]
  • 3
  • [ 143-66-8 ]
  • [ 2456-81-7 ]
  • [ 90845-52-6 ]
  • 5-chloro-2,6-bis-[4-(pyrrolidin-1-yl)pyridinio]-pyrimidine-4-(4-nitrophenyl)aminide tetraphenylborate [ No CAS ]
  • 4
  • [ 143-66-8 ]
  • [ 2456-81-7 ]
  • [ 74894-28-3 ]
  • 1,1'-(6-anilino-5-chloropyrimidine-2,4-diyl)-bis-[4-(pyrrolidin-1-yl)pyridinium] bis(tetraphenylborate) [ No CAS ]
  • 5
  • [ 1780-40-1 ]
  • [ 143-66-8 ]
  • [ 2456-81-7 ]
  • C31H36ClN8(3+)*3C24H20B(1-) [ No CAS ]
  • 6
  • [ 28969-60-0 ]
  • [ 143-66-8 ]
  • [ 2456-81-7 ]
  • 1,1'-(6-amino-5-chloropyrimidine-2,4-diyl)-bis-[4-(pyrrolidin-1-yl)pyridinium] bis(tetraphenylborate) [ No CAS ]
  • 7
  • [ 18698-97-0 ]
  • [ 143-66-8 ]
  • [ 14676-52-9 ]
  • 9
  • [ 69113-59-3 ]
  • [ 143-66-8 ]
  • [ 24973-50-0 ]
  • 10
  • [ 2622-63-1 ]
  • [ 143-66-8 ]
  • [ 1046784-36-4 ]
  • 11
  • [ 72287-26-4 ]
  • [ 39162-68-0 ]
  • [ 143-66-8 ]
  • [ 98047-80-4 ]
  • 12
  • [ 33421-36-2 ]
  • [ 143-66-8 ]
  • [ 6018-89-9 ]
  • [ 68-12-2 ]
  • [Ni2(C5H4NC6H4O)2((CH3)2NCHO)6](2+)*2[B(C6H5)4](1-)*(C2H5)2O=[Ni2(C5H4NC6H4O)2((CH3)2NCHO)6][B(C6H5)4]2*(C2H5)2O [ No CAS ]
  • 13
  • [ 109-99-9 ]
  • [ 223525-66-4 ]
  • [ 2307-69-9 ]
  • [ 143-66-8 ]
  • [ 437987-41-2 ]
  • 14
  • hydrated ammonium tetrachlorouranate(III) [ No CAS ]
  • [ 143-66-8 ]
  • [ 7334-51-2 ]
  • [U(NNN'N'-tetramethylsuccinamide)4](tetraphenylborate)3 [ No CAS ]
  • 15
  • [ 102-54-5 ]
  • [ 18995-35-2 ]
  • [ 143-66-8 ]
  • (η6-4-chlorophenyl-tert-butyl ether)(η5-cyclopentadienyl)iron(II) tetraphenylborate [ No CAS ]
  • 16
  • [ 143-66-8 ]
  • [ 3347-62-4 ]
  • Na[BPPh,Me] [ No CAS ]
  • 17
  • [ 585-79-5 ]
  • [ 143-66-8 ]
  • [ 2113-58-8 ]
  • 18
  • [ 55102-19-7 ]
  • [ 98327-87-8 ]
  • [ 103099-52-1 ]
  • [ 143-66-8 ]
  • [RuH(Cy2P(CH2)3PCy2)((R)-BINAP)][tetraphenylborate] [ No CAS ]
  • 19
  • [ 143-66-8 ]
  • [ 3347-62-4 ]
  • 2C11H12N2*C32H28BN4(1-)*Na(1+) [ No CAS ]
  • 20
  • [ 109-99-9 ]
  • [ 26305-75-9 ]
  • [ 143-66-8 ]
  • [ 151483-96-4 ]
  • [ 108-88-3 ]
  • [Co(1,3-diethyl-4,5-dimethylimidazole-2-ylidene)4][BPh4]*0.5THF*toluene [ No CAS ]
  • 21
  • [ 26305-75-9 ]
  • 1,3-diisopropyl-4,5-dimethylimidazolin-2-ylidene [ No CAS ]
  • [ 143-66-8 ]
  • [Co(1,3-diisopropyl-4,5-dimethylimidazole-2-ylidene)4][BPh4] [ No CAS ]
  • 22
  • [ 26305-75-9 ]
  • [ 143-66-8 ]
  • [ 141556-40-3 ]
  • [Co(1,3,4,5-tetramethylimidazole-2-ylidene)4][BPh4] [ No CAS ]
  • 23
  • [ 143-66-8 ]
  • 3-nitrophenyldiazonium silica sulfate [ No CAS ]
  • [ 2113-58-8 ]
YieldReaction ConditionsOperation in experiment
81% With palladium diacetate; sodium carbonate; In water; at 20℃; for 0.166667h; General procedure: To a solution of Pd(OAc)2 (0.003 g, 1.5 mol %) and Na2CO3 (0.11 g, 1 mmol) in H2O (10 mL), NaBPh4 (0.11 g, 0.3 mmol) and freshly prepared aryldiazonium silica sulfate (0.5 mmol)16 were added. The mixture was stirred at room temperature for the time specified in Table 1. The reaction progress was monitored by TLC (hexane/EtOAc, 75:25). After completion of the reaction (absence of azo coupling with 2-naphthol), the mixture was diluted with EtOAc (15 mL) and filtered after vigorous stirring. The residue was extracted with EtOAc (2 × 10 mL) and the combined organic layer was washed with H2O (2 × 10 mL) and dried over anhydrous Na2SO4. The solvent was evaporated under reduced pressure and the residue was purified by short column chromatography.
  • 24
  • [ 1091606-67-5 ]
  • [ 201230-82-2 ]
  • [ 143-66-8 ]
  • iron(II) bromide [ No CAS ]
  • C53H48BrFeN2OP2(1+)*C24H20B(1-) [ No CAS ]
  • 25
  • [ 5930-94-9 ]
  • [ 143-66-8 ]
  • 1H-pyrrol-3(2H)-iminium tetraphenylborate [ No CAS ]
  • 26
  • [ 52352-02-0 ]
  • [ 17217-57-1 ]
  • [ 143-66-8 ]
  • [Ir(benzo[h]quinoline)2(4,4′-dimethoxy-2,2′-bipyridine)]+BPh4- [ No CAS ]
 

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Technical Information

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