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[ CAS No. 63262-06-6 ] {[proInfo.proName]}

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Chemical Structure| 63262-06-6
Chemical Structure| 63262-06-6
Structure of 63262-06-6 * Storage: {[proInfo.prStorage]}
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Product Details of [ 63262-06-6 ]

CAS No. :63262-06-6 MDL No. :MFCD00082898
Formula : C6H2Br2I2 Boiling Point : -
Linear Structure Formula :- InChI Key :IVKPEQAIHJWGGT-UHFFFAOYSA-N
M.W : 487.70 Pubchem ID :11123771
Synonyms :

Calculated chemistry of [ 63262-06-6 ]

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 0.0
Num. H-bond donors : 0.0
Molar Refractivity : 67.28
TPSA : 0.0 Ų

Pharmacokinetics

GI absorption : Low
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.01 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.83
Log Po/w (XLOGP3) : 4.6
Log Po/w (WLOGP) : 4.42
Log Po/w (MLOGP) : 5.48
Log Po/w (SILICOS-IT) : 5.15
Consensus Log Po/w : 4.5

Druglikeness

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

Water Solubility

Log S (ESOL) : -6.21
Solubility : 0.000304 mg/ml ; 0.000000623 mol/l
Class : Poorly soluble
Log S (Ali) : -4.32
Solubility : 0.0231 mg/ml ; 0.0000474 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -5.84
Solubility : 0.000711 mg/ml ; 0.00000146 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 2.66

Safety of [ 63262-06-6 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 63262-06-6 ]

* 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.

  • Upstream synthesis route of [ 63262-06-6 ]
  • Downstream synthetic route of [ 63262-06-6 ]

[ 63262-06-6 ] Synthesis Path-Upstream   1~10

  • 1
  • [ 3315-91-1 ]
  • [ 63262-06-6 ]
  • [ 3073-05-0 ]
  • [ 89284-52-6 ]
Reference: [1] Journal of Organic Chemistry, 1985, vol. 50, # 17, p. 3104 - 3110
  • 2
  • [ 63262-06-6 ]
  • [ 873-77-8 ]
  • [ 89284-52-6 ]
  • [ 21711-52-4 ]
Reference: [1] Journal of Organic Chemistry, 1985, vol. 50, # 17, p. 3104 - 3110
  • 3
  • [ 63262-06-6 ]
  • [ 28987-79-3 ]
  • [ 4499-84-7 ]
  • [ 89284-52-6 ]
Reference: [1] Journal of Organic Chemistry, 1985, vol. 50, # 17, p. 3104 - 3110
  • 4
  • [ 63262-06-6 ]
  • [ 4294-57-9 ]
  • [ 89284-52-6 ]
  • [ 97295-31-3 ]
Reference: [1] Journal of Organic Chemistry, 1985, vol. 50, # 17, p. 3104 - 3110
  • 5
  • [ 63262-06-6 ]
  • [ 2633-66-1 ]
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  • [ 97295-32-4 ]
Reference: [1] Journal of Organic Chemistry, 1985, vol. 50, # 17, p. 3104 - 3110
  • 6
  • [ 63262-06-6 ]
  • [ 92-94-4 ]
  • [ 89284-52-6 ]
Reference: [1] Tetrahedron Letters, 1985, vol. 26, # 1, p. 29 - 32
[2] Journal of Organic Chemistry, 1985, vol. 50, # 17, p. 3104 - 3110
[3] Journal of Organic Chemistry, 1985, vol. 50, # 17, p. 3104 - 3110
[4] Tetrahedron Letters, 1985, vol. 26, # 1, p. 29 - 32
[5] Tetrahedron Letters, 1985, vol. 26, # 1, p. 29 - 32
  • 7
  • [ 21473-01-8 ]
  • [ 63262-06-6 ]
  • [ 17096-38-7 ]
  • [ 89284-52-6 ]
Reference: [1] Journal of Organic Chemistry, 1985, vol. 50, # 17, p. 3104 - 3110
  • 8
  • [ 63262-06-6 ]
  • [ 703-55-9 ]
  • [ 89284-52-6 ]
  • [ 64065-97-0 ]
Reference: [1] Journal of Organic Chemistry, 1985, vol. 50, # 17, p. 3104 - 3110
  • 9
  • [ 932-31-0 ]
  • [ 63262-06-6 ]
  • [ 53092-64-1 ]
  • [ 89284-52-6 ]
Reference: [1] Journal of Organic Chemistry, 1985, vol. 50, # 17, p. 3104 - 3110
  • 10
  • [ 106-37-6 ]
  • [ 63262-06-6 ]
YieldReaction ConditionsOperation in experiment
73% at 0 - 20℃; for 33 h; to 250 ml reaction flask add 2.66g (11.7mmol) potassium periodate, lowering the temperature to 0 °C, adding 60 ml concentrated sulfuric acid. Stirring, add 5.82g (35.1mmol) potassium iodide, 15 minutes later, adding 5.52g (23.4mmol) to two bromobenzene and 24 ml concentrated sulfuric acid, 0 °C lower reaction 18 hours. Gradually increasing temperature to room temperature, the reaction 15 hours. The reaction solution is poured into the bottle in the ice, stirring, filtering the obtained filter cake is 1, 4 - dibromo - 2, 5 - diiodide of crude product, dissolving the filters cake Canada, dilute NaOH solution for washing, extraction, the organic phase dried, concentrated, recrystallized, shall 8.326g (yield 73percent) 1, 4 - dibromo - 2, 5 - diiodide, recrystallization using chloroform and tetrahydrofuran as the solvent of the mixed solution, the mixed solution in chloroform: tetrahydrofuran=2:1.
72% at 125℃; for 72 h; Add 1,4-dibromobenzene (10.00 g, 42.39 mmol) to a 500 ml one-neck flaskAnd iodine (43.04 g, 169.56 mmol), slowly add 200 ml of concentrated sulfuric acid at room temperature.A spherical condenser was placed above the single-mouth flask, and the flask was placed in an oil bath at 125 ° C to heat.The condensed water was turned on, refluxed, and reacted for 3 days.The color of the solution gradually changed from the initial purple to dark purple to black.The final product is white with black and the solution is black.Take a 1000ml large beaker, add a lot of ice, and pour the solution slowly after the reaction.Stir it to cool it, and filter it with a suction filter.Wash repeatedly with NaHCO3 and Na2S2O3 solution,In order to remove I2, the filter residue is filtered by suction filtration, and the filter residue is heated by DCM.The mixture was filtered and washed with water-free methanol to give a white solid. With DCM:PE=1:1 eluent,The silica gel powder was used as a carrier and purified by column chromatography.A white solid of 14.88 g was obtained in a yield of 72.0percent.
68% at 130℃; for 24 h; S1 was synthesized using known methods. Its 1H and 13C NMR spectra were consistent with previously reported data
56% at 80 - 130℃; for 48 h; 20 g (85 mmol) of 1 ,4-dibromobenzene were dissolved in 250 mL of concentrated sulphuric acid at 80°C. Iodine (47.3 g, 187 mmol) was added to the reaction flask in several portions. After complete addition the reaction temperature was increased to 130°C and the mixture was heated during 2 days. The reaction mixture was cooled to room temperature and carefully poured into ice-water. The black solid was filtered-off and extensively washed with water, before it was dissolved in warm chlorobenzene (300 mL). The organic chlorobenzene layer was washed several times with a concentrated aqueous sodium thiosulfate solution and water. The organic layer was separated and dried over anhydrous magnesium sulphate. The solution was concentrated and then precipitated into well stirred methanol. The formed solid was filtered off and the title compound was recovered as a white solid (23.3 g, 48 mmol, 56percent yield). 1 H NMR (400 MHz, CDCI3): <5 8.04 (s, 2H). 13C NMR (100 MHz, CDCI3): <5 142.44, 129.34, 101.48. MS (El): m/z calcd for Ce^B^ (M+) 488, 486, 490, 489 found 488, 486, 490, 489.
50% at -30 - -25℃; for 36 h; To a 1 L three-necked flask fitted with a mechanical stirrer were added 16.7 g (73.0 mmol) of periodic acid and 525 ml of sulfuric acid. After periodic acid was dissolved, 36.4 g (219 mmol) of potassium iodide was added portionwise. The content was cooled to a temperature of -30°C and 34.5 g (146 mmol) of 1,4-dibromobenzene was added over a period of 5 minutes. The resulting mixture was stirred at -25°C for 36 hours. After the reaction mixture was poured into ice (2 kg), the whole was filtrated and a solid was taken out. The solid was dissolved in chloroform, the solution was washed with a 5percent aqueous sodium hydroxide solution and water, and the organic phase was dried over anhydrous magnesium sulfate. After concentration under reduced pressure, the residue was recrystallized from chloroform to obtain white crystals (36.0 g, yield 50percent). 1H-NMR (CDCl3, 21°C) : δ=8.02 (s, 2H).
50% at -25℃; for 36 h; Periodic acid 16.7g (73.0mmol) and 525ml sulfuric acid were added to a three-necked flask with a mechanical stirrer with 1l. After periodate was dissolved, it was added potassium iodide 36.4 g (219 mmol) portionwise. The temperature of the contents were cooled to -30 ° C., it was added over 1,4-dibromobenzene 34.5g of (146mmol) 5 min. The resulting mixture was stirred for 36 hours at -25 ° C.. The reaction mixture was poured into ice (2Kg), filtered to remove solids. The solid was dissolved in chloroform, washed with 5percent aqueous solution of sodium hydroxide and water, the organic phase was dried with anhydrous magnesium sulfate. After concentration under reduced pressure, the residue was recrystallized from chloroform to give white crystals 36.0g (50percent yield). 1H NMR (CDCl3,21 ): δ = 8.02 (s, 2H). Than that 1H NMR spectrum was consistent with the literature value, 1,4-dibromo-2,5-diiodobenzen it was confirmed that the obtained.

Reference: [1] Organic Letters, 2009, vol. 11, # 20, p. 4656 - 4659
[2] Journal of Organic Chemistry, 2003, vol. 68, # 23, p. 8750 - 8766
[3] Journal of the American Chemical Society, 2011, vol. 133, # 10, p. 3284 - 3287
[4] Patent: CN106543216, 2017, A, . Location in patent: Paragraph 0023; 0024; 0036; 0043
[5] Patent: CN108117563, 2018, A, . Location in patent: Paragraph 0028; 0029; 0030
[6] Tetrahedron Letters, 1985, vol. 26, # 1, p. 29 - 32
[7] Journal of Organic Chemistry, 1985, vol. 50, # 17, p. 3104 - 3110
[8] Angewandte Chemie - International Edition, 2012, vol. 51, # 48, p. 12051 - 12054[9] Angew. Chem., 2012, vol. 124, # 48, p. 12217 - 12220
[10] Patent: US2014/212668, 2014, A1, . Location in patent: Paragraph 0067; 0068
[11] Patent: WO2017/191468, 2017, A1, . Location in patent: Page/Page column 31
[12] Patent: WO2006/109569, 2006, A1, . Location in patent: Page/Page column 47-48
[13] Patent: EP2067782, 2009, A1, . Location in patent: Page/Page column 23
[14] Patent: JP2015/38044, 2015, A, . Location in patent: Paragraph 0109; 0110
[15] Journal of the American Chemical Society, 1997, vol. 119, # 20, p. 4578 - 4593
[16] Organic and Biomolecular Chemistry, 2012, vol. 10, # 31, p. 6275 - 6278
[17] Journal of Organic Chemistry, 2013, vol. 78, # 2, p. 752 - 756
[18] Chemistry - A European Journal, 2015, vol. 21, # 22, p. 8257 - 8261
[19] Tetrahedron Letters, 2005, vol. 46, # 47, p. 8153 - 8157
[20] Journal of the American Chemical Society, 2002, vol. 124, # 26, p. 7762 - 7769
[21] Organic Letters, 2008, vol. 10, # 19, p. 4323 - 4326
[22] Dalton Transactions, 2010, vol. 39, # 21, p. 5145 - 5151
[23] Macromolecules, 2013, vol. 46, # 5, p. 2032 - 2037
[24] Chemical Science, 2015, vol. 6, # 6, p. 3582 - 3592
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