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Chemical Structure| 19606-98-5 Chemical Structure| 19606-98-5

Structure of 19606-98-5

Chemical Structure| 19606-98-5

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Product Details of [ 19606-98-5 ]

CAS No. :19606-98-5
Formula : C24H20N2
M.W : 336.43
SMILES Code : C1(N(C2=CC=CC=C2)C3=CC=CC=C3)=CC=C(NC4=CC=CC=C4)C=C1
MDL No. :MFCD27939629
InChI Key :OCQFHFNWMCLWKC-UHFFFAOYSA-N
Pubchem ID :161288

Safety of [ 19606-98-5 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319
Precautionary Statements:P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313

Application In Synthesis of [ 19606-98-5 ]

* 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 [ 19606-98-5 ]

[ 19606-98-5 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 19606-98-5 ]
  • [ 148231-12-3 ]
  • 5,8-bis[{4-(diphenylamino)phenyl}phenylamino]quinoxaline [ No CAS ]
YieldReaction ConditionsOperation in experiment
83% With tri-tert-butyl phosphine; sodium t-butanolate;tris-(dibenzylideneacetone)dipalladium(0); In toluene; at 120℃; for 6h;Molecular sieve; Heating / reflux; The reaction was conducted under the stream of argon. Into a 20 ml two-necked flask, 600 mg of molecular sieves 5A was placed and stirred under heating under a reduced pressure sufficiently. To the above, 48.4 mg (FW: 915.70; 0.0528 mmole) of Pd2(dba)3, 0.212 mmole (FW: 202.3; 78.6 mul as a 2.7 M toluene solution) of tBu3P, 710 mg (FW: 96.11; 7.39 mmole) of Na(OtBu) and 1.96 g (FW: 33.644; 5.82 mmole) of N,N-diphenyl-N'-phenyl-p-phenylenediamine were added. Then, 16 ml of toluene as the solvent was added, and the resultant mixture was sufficiently stirred. To the resultant mixture, 767 mg (FW: 289.94; 2.64 mmole) of <strong>[148231-12-3]5,8-dibromoquinoxaline</strong> was added, and the reaction was allowed to proceed under the refluxing condition (about 120C) for 6 hours. The reaction product was filtered through Celite and sufficiently washed with ethyl acetate. The obtained product was purified in accordance with the silica gel column chromatography (the developing solvent: methylene chloride). As the result, 1.74 g (the yield: 83%) of the object product (Compound (1)) was obtained (the Rf value: about 0.5). The obtained product was analyzed in accordance with FD-MS, and the major ion peak was found at 798, which agreed with the calculated value. The glass transition temperature as measured in accordance with the differential scanning calorimetry (DSC) was 138.6C, and the ionization potential was 5.3 eV.
  • 2
  • [ 19606-98-5 ]
  • [ 171408-84-7 ]
  • DPA2SF [ No CAS ]
YieldReaction ConditionsOperation in experiment
57% With tri-tert-butyl phosphine; sodium t-butanolate;bis(dibenzylideneacetone)-palladium(0); In hexane; toluene; at 80℃; for 6h; 5.0 g (10.6 mmol) of 2, 7-dibromo-spiro-9,9'-bifluorene, 7.4 g (21.0 mmol) of DPA, 63 mg (0.1 mmol) of bis(dibenzylideneacetone)palladium(0), and 3.6g (37 mmol) of t-butoxysodium were placed in a 300 mL three-necked flask, and nitrogen substitution was conducted. 100 mL of toluene was added to the mixture, and the mixture was degassed at reduced pressure. 0.05 mL of tri(t-butyl)phosphine (10 wtpercent hexane solution) was added, and the mixture was stirred for 6 hours at 8O0C. After the reaction, the mixture was filtered through Celite. The filtrate was washed 3 times with EPO <DP n="103"/>water and once with a saturated saline solution, then dried with magnesium sulfate. The reaction mixture was naturally filtered, and the filtrate was concentrated to obtain an oily product. This oily product was purified by silica gel column chromatography (hexane:ethyl acetate = 7:3), and recrystallized with chloroform and ethanol, giving 6.0 g of a pale yellow powdered solid in a yield of 57percent. It was confirmed that this pale yellow powdered solid was DPA2SF by a nuclear magnetic resonance method (NMR). [0363]1H NMR of the compound obtained is shown below. Also, a 1H NMR chart is shown in FIG. 27.1H NMR (300 MHz, DMSO-d6), delta=7.84 (d, J= 7.21 Hz, 2H), 7.77 (d, J= 7.80 Hz, 2H), 7.32-7 79 (m, 40H), 6.73 (d, J= 7.80 Hz, 2H), 6.16 (d, J= 2.10 Hz, 2H) [0364]A synthesis scheme (i-1) of DPA2SF is shown below. [0366]Sublimation purification was conducted on 2.0 g of the DPA2SF for 24 hours at a pressure of 6.7 Pa and a temperature of 3500C. 1.3 g was recovered, in a yield of 66percent.
 

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