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[ CAS No. 2156-04-9 ] {[proInfo.proName]}

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Chemical Structure| 2156-04-9
Chemical Structure| 2156-04-9
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Product Details of [ 2156-04-9 ]

CAS No. :2156-04-9 MDL No. :MFCD00239441
Formula : C8H9BO2 Boiling Point : -
Linear Structure Formula :B(OH)2C6H4CHCH2 InChI Key :QWMJEUJXWVZSAG-UHFFFAOYSA-N
M.W : 147.97 Pubchem ID :2734393
Synonyms :

Calculated chemistry of [ 2156-04-9 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 2
Num. H-bond acceptors : 2.0
Num. H-bond donors : 2.0
Molar Refractivity : 46.36
TPSA : 40.46 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.07 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.0
Log Po/w (XLOGP3) : 1.6
Log Po/w (WLOGP) : -0.1
Log Po/w (MLOGP) : 0.85
Log Po/w (SILICOS-IT) : 0.01
Consensus Log Po/w : 0.47

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -2.04
Solubility : 1.36 mg/ml ; 0.00918 mol/l
Class : Soluble
Log S (Ali) : -2.06
Solubility : 1.29 mg/ml ; 0.00869 mol/l
Class : Soluble
Log S (SILICOS-IT) : -1.71
Solubility : 2.86 mg/ml ; 0.0193 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.76

Safety of [ 2156-04-9 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280 UN#:N/A
Hazard Statements:H302+H312+H332 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 2156-04-9 ]

* 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 [ 2156-04-9 ]

[ 2156-04-9 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 33172-56-4 ]
  • [ 2156-04-9 ]
  • [ 617708-32-4 ]
  • 2
  • [ 2156-04-9 ]
  • [ 126-30-7 ]
  • [ 676593-23-0 ]
  • 3
  • [ 2530-85-0 ]
  • [ 2156-04-9 ]
  • [ 1332623-23-0 ]
  • 4
  • [ 1273-73-0 ]
  • [ 2156-04-9 ]
  • 1-(4-vinylphenyl)ferrocene [ No CAS ]
  • 5
  • [ 1293-65-8 ]
  • [ 2156-04-9 ]
  • 1,1'-bis(4-vinylphenyl)ferrocene [ No CAS ]
  • 6
  • [ 1293-65-8 ]
  • [ 2156-04-9 ]
  • 1,1'-bis(4-vinylphenyl)ferrocene [ No CAS ]
  • C18H15BrFe [ No CAS ]
  • 7
  • [ 1293-65-8 ]
  • [ 2156-04-9 ]
  • 1-(4-vinylphenyl)ferrocene [ No CAS ]
  • 1,1'-bis(4-vinylphenyl)ferrocene [ No CAS ]
  • C18H15BrFe [ No CAS ]
  • 8
  • [ 1293-65-8 ]
  • [ 2156-04-9 ]
  • 1-(4-vinylphenyl)ferrocene [ No CAS ]
  • 1,1'-bis(4-vinylphenyl)ferrocene [ No CAS ]
  • 9
  • [ 1293-65-8 ]
  • [ 2156-04-9 ]
  • 1-(4-vinylphenyl)ferrocene [ No CAS ]
  • C18H15BrFe [ No CAS ]
  • 10
  • [ 851786-15-7 ]
  • [ 2156-04-9 ]
  • C56H54N2O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
65% With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In water; toluene; for 48h;Reflux; Inert atmosphere; A 250 mL round bottom flask, equipped with a reflux condenser and a magnetic stirrer,was degassed (flamed under vacuum) and filled with argon. 1.50 g (1.94 mmol) diBr-di-EH-PDI,0.661 g (4.47 mmol) 4-styryl boronic acid, 1.61 g (11.7 mmol) K2CO3 in 2 M aqueous solution, 0.0672g (0.0583 mmol) Pd(PPh3)4 and 55 mL toluene were added. The system was degassed, flushed withargon again and was heated to reflux temperature for 2 days. After the solution was filtered frompaper filter, followed by extraction of the organic layer with toluene and distilled water. The organicpart was stirred with magnesium sulfate (MgSO4), filtrated and the solvent was rotary evaporated.The obtained solid was dried under vacuum at 40 C overnight. Then the solid was dispersed inMeOH for further purification, was filtered and was washed with acetone. The solid was dried undervacuum at 40 C overnight. Yield: 1.034 g (65%). m.p. >400 C. 1H NMR (600 MHz, CDCl3): delta (ppm)= 8.60-8.59 (s, 1H) 8.59-8.58 (s, 1H) (8.16-8.09 (m, 2H) 7.87-7.81 (d, 2H), 7.69-7.64 (m,1H) 7.54-7.49 (m,6H) 7.48-7.44 (m,1H), 6.85-6.76 (q, 1H) 5.93-5.82 (d, 1H) 5.45-5.30(d, 1H) 4.2-4.0 (m, 4H) 2.02-1.89 (m,2H) 1.26-1.45 (m, 16H), 0.97-0.85 (m, 12H) 13C NMR (150 MHz, CDCl3) delta = 163.86, 163.83, 163.77, 149.2,141.4, 140.7, 137.9, 135.9, 135.23, 134.89, 132.6, 130.5, 130.2, 129.5, 129.3, 129.1, 127.9, 127.6, 122.3, 115.2,44.3, 37.9, 30.8, 28.7, 24.05, 23.03, 14.05, 10.62. Elemental analysis for C56H54N2O4 calcd. C 82.12, H6.65, N 3.42; found C 81.88, H 6.64 N 3.46.
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