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[ CAS No. 919789-77-8 ] {[proInfo.proName]}

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Chemical Structure| 919789-77-8
Chemical Structure| 919789-77-8
Structure of 919789-77-8 * Storage: {[proInfo.prStorage]}
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Product Details of [ 919789-77-8 ]

CAS No. :919789-77-8 MDL No. :N/A
Formula : C26H20O2 Boiling Point : -
Linear Structure Formula :- InChI Key :OXBSSBYVVMIMMP-UHFFFAOYSA-N
M.W : 364.44 Pubchem ID :15946627
Synonyms :

Safety of [ 919789-77-8 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 919789-77-8 ]

* 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 [ 919789-77-8 ]

[ 919789-77-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 119-61-9 ]
  • [ 611-99-4 ]
  • 4,4’-(2,2-diphenylethene-1,1-diyl)diphenol [ No CAS ]
YieldReaction ConditionsOperation in experiment
85% With titanium tetrachloride; zinc In tetrahydrofuran at -78 - 70℃; for 23h; Inert atmosphere; 2.2. Synthetic procedure 2.2.1. Synthesis of 4,4’-(2,2-diphenylethene-1,1-diyl)diphenol (DEDO)DEDO was synthesized by a common McMurry approach [29]. Amixture of benzophenone (4.00 g, 21.97 mmol), bis(4-hydroxyphenyl)methanone (4.70 g, 21.97 mmol), Zn power (5.70 g, 88 mmol), and150 mL anhydrous THF was mixed into a two-necked flask, and cooleddown to 78 C. Then drop-by-drop addition of 9.7 mL TiCl4 (87.8mmol) into the above mixture was performed under nitrogen atmosphere.The solution was kept at 78 C under constant stirring for 30min and further warmed to room temperature (RT) for another 8 h. Itwas continued to refilux at 70 C for an additional 15 h. After coolingdown, the reaction was quenched by the addition of a saturated K2CO3solution. The mixtures were then extracted with DCM to remove anysoluble hydrocarbons, followed by washing with 0.1 M HCl solution anddrying with Na2SO4. After the solvent was removed by rotary evaporation,the raw product was purified by column chromatography (SiO2,DCM/petroleum ether, V/V = 1:3-1:5) to render DEDO as pale yellowsolid (6.80 g, 85% yield). FTIR (KBr, cm 1): 1607, 1594, 1505, 1441(-C- -C- stretch in the aromatic region), 3311 (-OH stretch). 1H NMR(400 MHz, DMSO-d6): 9.30 (s, 2H, -OH), 7.14-7.05 (m, 6H), 6.95-6.90(m, 4H), 6.73 (d, J = 8.6 Hz, 4H), 6.48 (d, J = 8.6 Hz, 4H). 13C NMR(101 MHz, DMSO-d6): 156.34, 144.65, 141.07, 138.11, 134.56,132.51, 131.24, 128.23, 126.44, 115.03. HRMS(ESI): m/z: calcd for[M+H]+ C26H21O2: 365.1536, found: 365.1531. F = 28.25%. Tm (m.p.by DSC): 195 C.
74% With titanium tetrachloride; zinc In tetrahydrofuran at 20℃; Inert atmosphere; Cooling with ice;
69% With pyridine; titanium tetrachloride; zinc In tetrahydrofuran Heating;
65% With titanium tetrachloride; zinc In tetrahydrofuran at 0 - 20℃; for 5h; Inert atmosphere; Reflux;
53% With titanium tetrachloride; zinc In tetrahydrofuran Inert atmosphere; Reflux; 1 Synthesis of compound 1 Take 30mL of redistilled tetrahydrofuran in the reaction flask, under the protection of argon, add zinc powder (5.2g, 80mmol) to redistilled tetrahydrofuran, stir under ice bath for 15min, and slowly add TiCl4(4.5mL, 40mmol)with a syringe. Heat to reflux for 2h.Dissolve benzophenone (1.82g, 10mmol) and 4,4'-dihydroxybenzophenone (2.57g, 12mmol) in 20mL redistilled tetrahydrofuran, slowly add them to the reaction flask, continue to heat and reflux overnight, the occurrence of McMurry coupling United.After thereaction, the reaction was quenchedwith saturated NaHCO3solution, the pH was adjusted to 7, and the mixture was extracted three times with 30 mL of dichloromethane. The organic phases were combined, washed with water, and dried with anhydrous Na2SO4.Separation by silica gel column chromatography (200-300 mesh column chromatography silica gel, petroleum ether:ethyl acetate/V:V=3:1) to obtain compound 1 (light white solid, 1.93 g, yield 53%).
31% With titanium tetrachloride; zinc In tetrahydrofuran; ethyl acetate at -10 - 75℃; for 12.5h; Inert atmosphere; 1.1 Example 1: Preparation of TPE-diSS (tetrastyryl bissulfonic acid sodium salt) (1) Weigh 0.46g (2.5mmol) of benzophenone and 1.64g (25mmol) of zinc powder, add them to a 100mL two-necked round bottom flask equipped with a stirring magnet, and put a rubber on the mouth of the bottle. Stopper, the other bottle mouth is connected to the double-row tube, the vacuum operation is started, and nitrogen is introduced, and these two operations are repeated 3 times. Dissolve 0.54g (2.5mmol) of 4,4'-dihydroxybenzophenone in 37.5mL of anhydrous tetrahydrofuran and add it to a two-neck round-bottomed flask. Mix ethyl acetate and liquid nitrogen to create a low temperature environment. Keep the temperature at -10°C, slowly add 2.36g (12.5mmol) TiCl4 dropwise under stirring conditions, remove the ice bath, wait until the temperature rises to room temperature, react at room temperature for 0.5h, slowly increase the temperature to 75°C, reaction time For 12h. After the reaction is completed, when the temperature is lowered to room temperature, the solvent is distilled off under reduced pressure. The obtained solid is extracted with a dichloromethane/water system. The dichloromethane organic extract is collected and dried with anhydrous MgSO4 to remove excess water. Methyl chloride, the obtained crude product was purified by silica gel column chromatography, and the eluent was petroleum ether/ethyl acetate (v/v=1:1). 0.306 g (0.84 mmol) of the intermediate of formula (IV) was obtained as a yellow solid with a yield of 31%.
With titanium tetrachloride; zinc In tetrahydrofuran Cooling with ice; Reflux;

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