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Chemical Structure| 13755-29-8 Chemical Structure| 13755-29-8

Structure of 13755-29-8

Chemical Structure| 13755-29-8

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Product Details of [ 13755-29-8 ]

CAS No. :13755-29-8
Formula : BF4Na
M.W : 109.79
SMILES Code : F[B-](F)(F)F.[Na+]
MDL No. :MFCD00003515
InChI Key :KGJZTOFHXCFQIV-UHFFFAOYSA-N
Pubchem ID :4343483

Safety of [ 13755-29-8 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H314-H372-H335
Precautionary Statements:P501-P260-P270-P271-P264-P280-P314-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P403+P233-P405
Class:8
UN#:1759
Packing Group:

Computational Chemistry of [ 13755-29-8 ] Show Less

Physicochemical Properties

Num. heavy atoms 6
Num. arom. heavy atoms 0
Fraction Csp3 None
Num. rotatable bonds 0
Num. H-bond acceptors None
Num. H-bond donors None
Molar Refractivity 10.19
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.

None
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

None
Log Po/w (WLOGP)?

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

None
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.

None
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

None
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

None

Water Solubility

Log S (ESOL):?

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

None
Solubility None mg/ml ; None mol/l
Class?

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

None
Log S (Ali)?

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

None
Solubility None mg/ml ; None mol/l
Class?

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

None
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

None
Solubility None mg/ml ; None mol/l
Class?

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

None

Pharmacokinetics

GI absorption?

Gatrointestinal absorption: according to the white of the BOILED-Egg

None
BBB permeant?

BBB permeation: according to the yolk of the BOILED-Egg

None
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

None
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

None
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

None
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

None
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

None
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

None
Log Kp (skin permeation)?

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

None 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

None
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

None
Egan?

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

None
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

None
Bioavailability Score?

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

None

Medicinal Chemistry

PAINS?

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

None alert
Brenk?

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

None 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
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)

None

Application In Synthesis of [ 13755-29-8 ]

* 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 [ 13755-29-8 ]

[ 13755-29-8 ] Synthesis Path-Downstream   1~23

  • 2
  • [ 13755-29-8 ]
  • bis(η3-allyl-μ-chloropalladium(II)) [ No CAS ]
  • [ 13406-29-6 ]
  • [ 658062-42-1 ]
  • 3
  • [ 14264-16-5 ]
  • [ 13755-29-8 ]
  • [ 13040-77-2 ]
  • nickel hexammine tetrafluoroborate [ No CAS ]
  • Ni(H2O)2(C20H14N4)(2+)*2BF4(1-) = [Ni(H2O)2(C20H14N4)](BF4)2 [ No CAS ]
  • 4
  • [ 67-56-1 ]
  • [ 13755-29-8 ]
  • [ 111975-10-1 ]
  • [ 7732-18-5 ]
  • [ 133463-88-4 ]
  • [RuCl(2-[((1'S)-1'-(hydroxymethyl)-2'-phenyl)ethylcarboxamide]-(4S)-4-benzyl-4,5-dihydrooxazole)(tripyrazolylmethane)]*2MeOH [ No CAS ]
  • [RuCl((S,S)-4,4'-dibenzyl-4,4',5,5'-tetrahydro-2,2'-bioxazole)(tripyrazolylmethane)](BF4)*H2O [ No CAS ]
  • 5
  • [ 13755-29-8 ]
  • [ 66127-01-3 ]
  • [ 64-17-5 ]
  • cis-dichlorobis(2,2'-bipyridine)ruthenium(II) hydrate [ No CAS ]
  • bis(2,2'-bipyridine)(3-bromo-1,10-phenanthroline)ruthenium(II) tetrafluoroborate - ethanol - water (1/1/2) [ No CAS ]
  • 6
  • [ 13755-29-8 ]
  • copper(II) choride dihydrate [ No CAS ]
  • [ 3847-57-2 ]
  • [ 1175003-80-1 ]
  • [Cu2(N,N,N',N'-tetrakis(N-propyl-2-benzimidazolyl)-2-hydroxy-1,3-diaminopropane(1-))(nitrobenzoate)](BF4)2*H2O [ No CAS ]
  • 7
  • [ 13755-29-8 ]
  • europium(III) nitrate pentahydrate [ No CAS ]
  • [ 13765-25-8 ]
  • 8
  • [ 13755-29-8 ]
  • [ 66-71-7 ]
  • [ 16490-02-1 ]
  • manganese(II) chloride dihydrate [ No CAS ]
  • [ 7732-18-5 ]
  • Mn4(μ-pyrimidine-4,6-dicarboxylate)3(H2O)4(1,10-phenanthroline)(BF4)2*11H2O [ No CAS ]
  • 9
  • [ 109-99-9 ]
  • [ 13755-29-8 ]
  • [ 26305-75-9 ]
  • [ 1282-37-7 ]
  • [ 151483-96-4 ]
  • [Co(1,3-diethyl-4,5-dimethylimidazole-2-ylidene)4]2[BF4]*THF [ No CAS ]
  • 10
  • [ 13755-29-8 ]
  • [ 66127-01-3 ]
  • [Na(3-bromo-phen)2BF4] [ No CAS ]
YieldReaction ConditionsOperation in experiment
70.1% In ethanol; water; at 20℃; for 2h; A mixture of sodium tetrafluoroborate (0.055 g, 0.5 mmol) in 10 cm3 water and 3-bromo-phen (0.259 g, 1.0 mmol) in 40 cm3 ethanol was stirred at room temperature for 2 h. The mixture was concentrated to nearly dry using a rotatory evaporator, and then the resulting precipitate 1 was filtered and washed by diethyl ether and dried in a vacuum. Yield: 0.22 g (70.1%).
  • 11
  • [ 13755-29-8 ]
  • [ 66127-01-3 ]
  • [Na(3-bromophen)BF4]4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
75.9% In ethanol; water; for 2h;Reflux; General procedure: A mixture of stoichiometric amounts of sodium tetrafluoroborate (0.110 g, 1.0 mmol) in 10 cm3 water and 3-bromo-phen (0.259 g, 1.0 mmol) in 40 cm3 ethanol was refluxed for 2 h. The mixture was cooled to room temperature and concentrated to nearly dry using a rotatory evaporator, and then the resulting precipitate 2 was filtered and washed by diethyl ether and dried in a vacuum. Yield: 0.28 g (75.9%).
  • 12
  • [ 13755-29-8 ]
  • [ 85100-78-3 ]
  • [ 244193-50-8 ]
YieldReaction ConditionsOperation in experiment
In methanol; at 20℃; for 24h; General procedure: Another anion exchange reaction was carried out to achieve IL with boron tetrafluorides as a counter anion (IL-BF4) by metathesis reaction as per reported literature with minor modifications (Scheme 2). A demonstrative example for the synthesis of [RMIM]BF4 (i.e., [EMIM]BF4, [BMIM]BF4, [HMIM]BF4, [OMIM]BF4, [DMIM]BF4) and [RBZMIM]BF4 (i.e., [EBZMIM]BF4, [BBZMIM]BF4, [HBZMIM]BF4, [OBZMIM]BF4, [DBZMIM]BF4) in Scheme 2 (step-3) derivatives are as follows: 1:2 ratio of the 1-methyl-3-alkylimidazolium bromide or 1-methyl-3-alkylbenzimidazolium bromide ([RBZMIM]Br) and NaBF4 were added distinctly in to the round bottom flask containing 25mL of methanol and stirred at room temperature for 24h. Afterward, the salt was removed by filtering the reaction mixture using Whatman filter paper. Further, the filtrate was centrifuged for 10min at 3000rpm to isolate the residual salts. Solvent was evaporated under reduced pressure, vacuum dried and characterized (using 1H and 13C NMR and mass spectroscopy). The spectral details of the synthesized ILs are provided in the supplementary information Figs. S1 to S30.
  • 13
  • [ 13755-29-8 ]
  • tris(2,6-dimethoxyphenyl)carbenium tetrafluoroborate [ No CAS ]
  • [ 184031-16-1 ]
  • (4-(5-((tert-butoxycarbonyl)amino)-1H-indol-3-yl)-2,6-dimethoxyphenyl)bis(2,6-dimethoxyphenyl)carbenium tetrafluoroborate [ No CAS ]
  • 14
  • [ 13755-29-8 ]
  • [ 4761-00-6 ]
  • 1-(imidazol-1-yl)-2-(dimethylaminomethyl)ferrocene [ No CAS ]
  • C35H43FeN3(2+)*2BF4(1-) [ No CAS ]
  • 15
  • ruthenium trichloride [ No CAS ]
  • [ 13755-29-8 ]
  • [ 66-71-7 ]
  • [ 33893-89-9 ]
  • [ 215611-93-1 ]
  • [Ru(6,7-dicyanodipyrido[2,2-d:2',3'-f]quinoxaline)(2-(1H-tetrazole-5-yl)pyridine)(1,10-phenanthroline)]BF4 [ No CAS ]
  • 16
  • [ 366-18-7 ]
  • [ 13755-29-8 ]
  • [ 33893-89-9 ]
  • rhodium(III) chloride hydrate [ No CAS ]
  • [ 215611-93-1 ]
  • [Ru(6,7-dicyanodipyrido[2,2-d:2',3'-f]quinoxaline)(2-(1H-tetrazole-5-yl)pyridine)(2,2-bipyridine)]BF4 [ No CAS ]
  • 17
  • [ 13755-29-8 ]
  • [ 4107-98-6 ]
  • C33H40N4O [ No CAS ]
  • C45H58N5(1+)*BF4(1-) [ No CAS ]
  • 18
  • [ 13755-29-8 ]
  • [ 479-59-4 ]
  • [ 33985-71-6 ]
  • bis(julolidin-9-yl)methylium tetrafluoroborate [ No CAS ]
  • 19
  • ruthenium trichloride [ No CAS ]
  • [ 13755-29-8 ]
  • [ 5394-23-0 ]
  • tris(4,7-dichloro-1,10-phenanthroline)ruthenium bis(tetrafluoroborate) [ No CAS ]
YieldReaction ConditionsOperation in experiment
54% General procedure: Dried RuCl3 (0.20 g, 0.96 mmol) was dissolvedin dipropylene glycol (10 mL) and deionized water (1 mL).The solution was refluxed until the metal salt was dissolved,obtaining a dark green solution. Bipyridine (0.469 g; 3.0 mmol) wasadded, resulting in a brown solution. Ascorbic acid (0.177 g,1.0 mmol) was then added and the solution refluxed for 20 min at250 C, the brown colour changing to red. After cooling, the solutionwas diluted to 40 mL and the pH adjusted to 8 by addition of afew drops of NaOH solution (2.5 M). NaBF4 (4.0 g, 36 mmol) wasadded and the solution cooled on ice. After vacuum filtration,washing with cold water, and drying, 0.329 g [Ru(bpy)3](BF4)2product was obtained.
  • 20
  • ruthenium trichloride [ No CAS ]
  • [ 13755-29-8 ]
  • [ 17217-57-1 ]
  • tris(4,4'-dimethoxy-2,2'-bipyridine)ruthenium bis(tetrafluoroborate) [ No CAS ]
YieldReaction ConditionsOperation in experiment
68% General procedure: Dried RuCl3 (0.20 g, 0.96 mmol) was dissolvedin dipropylene glycol (10 mL) and deionized water (1 mL).The solution was refluxed until the metal salt was dissolved,obtaining a dark green solution. Bipyridine (0.469 g; 3.0 mmol) wasadded, resulting in a brown solution. Ascorbic acid (0.177 g,1.0 mmol) was then added and the solution refluxed for 20 min at250 C, the brown colour changing to red. After cooling, the solutionwas diluted to 40 mL and the pH adjusted to 8 by addition of afew drops of NaOH solution (2.5 M). NaBF4 (4.0 g, 36 mmol) wasadded and the solution cooled on ice. After vacuum filtration,washing with cold water, and drying, 0.329 g [Ru(bpy)3](BF4)2product was obtained.
  • 21
  • [ 13755-29-8 ]
  • [ 31599-59-4 ]
  • [ 57002-01-4 ]
  • (E)-(2-cyclohexylvinyl)(2-methylphenyl)iodonium tetrafluoroborate [ No CAS ]
  • 22
  • [ 616-47-7 ]
  • [ 13755-29-8 ]
  • [ 111-25-1 ]
  • [ 244193-50-8 ]
  • 23
  • [ 67969-82-8 ]
  • [ 13755-29-8 ]
  • [ 2362-50-7 ]
  • [ 6609-56-9 ]
  • C20H14NOS2(1+)*BF4(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% Under an ambient atmosphere, a 20-mL glass vial was charged with <strong>[6609-56-9]2-methoxy-benzonitrile</strong> (266 mg, 2.00 mmol, 1 .00 equiv) and MeCN (3.0 mL, c = 0.67 M). After cooling to 0 C, HBF4OEt2(0.34 mL, 0.40 g, 2.4 mmol, 1.2 equiv) and thianthrene-S-oxide (464 mg, 2.00 mmol, 1.00 equiv) was added to the vial while stirring the mixture, leading to a suspension. Subsequently, trifluoroacetic anhydride (0.84 mL, 1 .3 g, 6.0 mmol, 3.0 equiv) was added in one portion at 0 C, resulting in a color change to deep purple. Subsequently, the reaction mixture was allowed to reach 23 C and stirred for 12 hours. The solution was diluted with DCM (5 mL) and poured onto a mixture of DCM (30 mL) and saturated aqueous NaHC03solution (20 mL). After stirring for 5 min at 23 C, the mixture was poured into a separating funnel, and the layers were separated. The DCM layer was washed with aqueous NaBF4solution (10% w/w, 4cca. 20 mL). The DCM layer was dried over Na2S0 , filtered, and the solvent was removed under reduced pressure. The residue was purified by chromatography on silica gel eluting with DCM/MeOH (30:1 (v/v)), then the solvent was removed in vacuo to afford 13-TT (770 mg, 90% yield) as a colorless solid.R/ = 0.35 (DCM/MeOH, 15:1 , v/v).NMR Spectroscopy:1H NMR (500 MHz, CD3CN, 25 C, d): 8.32 (dd, J = 8.0, 1.4 Hz, 2H), 7.95 (dd, J = 7.9, 1 .4 Hz, 2H), 7.87 (td, J = 7.7, 1 .4 Hz, 2H), 7.79 (td, J = 7.7, 1.4 Hz, 2H), 7.40 (d, J = 2.7 Hz, 1 H), 7.34 (dd, J = 9.3, 2.7 Hz, 1 H), 7.16 (d, J = 9.3 Hz, 1 H), 3.92 (s, 3H).13C {1H} NMR (126 MHz, CD3CN, 25 C, d): 165.4, 137.4, 136.2, 135.9, 135.7, 134.7, 131 .8, 131 .0, 1 19.4, 1 15.5, 1 15.0, 1 14.9, 104.5, 58.2.19F NMR (471 MHz, CD3CN, 25 C, d):-151 .5 (brs), -151.6 (brs).HRMS-ESI(m/z) calc’d for C20H14NOS2+[M]+, 348.051 1 ; found, 348.0508; deviation: 0.9 ppm.
 

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