Category: 827-08-7

Adding a certain compound to certain chemical reactions, such as: 827-08-7, name is 1,2-Dibromo-3,4,5,6-tetrafluorobenzene, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 827-08-7, name: 1,2-Dibromo-3,4,5,6-tetrafluorobenzene

By the following method,A compound represented by the formula (1m) (1,2-bis (2-methyl-5-phenyl-3-thienyl) tetrafluorobenzene) was synthesized.3-Bromo-2-methyl-5-phenylthiophene in a three-necked flask under an argon atmosphere [Literature Description: M.M. Irie, T .; Lifka, S .; Kobatake, N .; Kato, J .; Am. Chem. Soc. , 122, 4871-4876 (2000)] 520 mg (2.1 mmol) was added and dissolved in 15 mL of anhydrous tetrahydrofuran (THF).. After cooling to -78 C., 1.3 mL (2.2 mmol) of 1.6 M n-butyllithium hexane solution was slowly added dropwise. After stirring for 2 hours,Tributyl borate 1.0 mL (3.7 mmol) was slowly added dropwise and stirred for 2 hours.Then return to room temperature,Quenched with water.The mixture was acidified with dilute hydrochloric acid and extracted with diethyl ether.Add sodium hydroxide aqueous solution to the organic layer,After basifying, extraction with diethyl ether was performed again.Add concentrated hydrochloric acid to the aqueous phase,The resulting white precipitate was obtained by filtration. It was dissolved in THF, 120 mg (0.40 mmol) of 1,2-dibromotetrafluorobenzene,2 mL of 20 wt% aqueous sodium carbonate solution and 50 mg (0.043 mmol) of Pd (PPh3) 4 were added and refluxed for 8 hours. The mixture was neutralized with dilute hydrochloric acid, extracted with diethyl ether, salted out, and dried over magnesium sulfate. The solvent was distilled off and the residue was purified by silica gel column chromatography using hexane as a developing solvent.Yield 81 mg, Yield 83%

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Reference:
Patent; Osaka City University; Kobatake, Seiya; Kitagawa, Daichi; (28 pag.)JP2019/151596; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 827-08-7, name is 1,2-Dibromo-3,4,5,6-tetrafluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C6Br2F4

EXAMPLE 1 1,4-bis(dipentafluorophenylboryl)-2,3,5,6-tetrafluorobenzene 1.54 g (5 mmol) of dibromotetrafluorobenzene are dissolved in 40 ml of n-hexane and cooled to -78 C. 6.4 ml of n-BuLi (10 mmol) are slowly added dropwise to the solution and the mixture is stirred for 1 hour. Subsequently, 1.90 g (5 mmol) of bis(pentafluorophenyl)borylchloride are dissolved in 40 ml of n-hexane and likewise added dropwise to the above solution. The suspension obtained is slowly warmed to room temperature, forming a white precipitant. This is separated off by filtration and the filtrate obtained is evaporated to dryness under reduced pressure. The yield of the resulting 1,4-bis(dipentafluorophenylboryl)-2,3,5,6-tetrafluorobenzene obtained as a yellow oil is 81%.

According to the analysis of related databases, 827-08-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Targor GmbH; US6255531; (2001); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 827-08-7, name is 1,2-Dibromo-3,4,5,6-tetrafluorobenzene, A new synthetic method of this compound is introduced below., Formula: C6Br2F4

4-Bromo-5-methyl-2-phenylthiazole6 (1.2 g, 4.7 mmol) was dissolved in anhydrous THF (20 mL) under argon atmosphere. 1.6 M n-BuLi hexane solution (3.0 mL, 4.8 mmol) was slowly added dropwise to the solution at -78 C, and the mixture was stirred for 1.5 h. Tri-n-butyl borate (1.3 mL, 4.8 mmol) was slowly added to the solution at the temperature, and the mixture was stirred for 2.5 h. An adequate amount of distilled water was added to the mixture to quench the reaction. 1,2-Dibromotetrafluorobenzene (640 mg, 2.1 mmol), tetrakis(triphenylphosphine)palladium(0) (160 mg, 0.14 mmol), and 20 wt% Na2CO3 aqueous solution (7.5 mL) were added to THF (30 mL), and the mixture was refluxed for 6 h. The reaction mixture was neutralized by HCl aqueous solution, extracted with ether, washed with brine, dried over MgSO4, filtered, and concentrated in vacuo. The crude product was purified by column chromatography on silica gel using n-hexane as the eluent to give 160 mg of 2a in 15% yield based on 1,2-dibromotetrafluorobenzene. The 1H and 13C NMR spectra of 2a are shown in Figure S1. 2a: 1H NMR (300 MHz, CDCl3, TMS) delta = 2.29 (s, 6H, CH3), 7.27-7.37 (m, 6H, Aromatic H), 7.67-7.73 (m, 4H, Aromatic H). 13C NMR (75 MHz, CDCl3) delta = 12.1, 126.3, 128.9, 129.9, 133.4, 133.5, 142.7, 164.5. HR-MS (MALDI) m/z = 497.0762 (MH+). Calcd for C26H17F4N2S2+ = 497.0764.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Hamatani, Shota; Kitagawa, Daichi; Kobatake, Seiya; Nakahama, Tatsumoto; Tetrahedron Letters; (2020);,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 827-08-7, name is 1,2-Dibromo-3,4,5,6-tetrafluorobenzene, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 827-08-7, Computed Properties of C6Br2F4

By the following method,A compound represented by the formula (1m) (1,2-bis (2-methyl-5-phenyl-3-thienyl) tetrafluorobenzene) was synthesized.3-Bromo-2-methyl-5-phenylthiophene in a three-necked flask under an argon atmosphere [Literature Description: M.M. Irie, T .; Lifka, S .; Kobatake, N .; Kato, J .; Am. Chem. Soc. , 122, 4871-4876 (2000)] 520 mg (2.1 mmol) was added and dissolved in 15 mL of anhydrous tetrahydrofuran (THF).. After cooling to -78 C., 1.3 mL (2.2 mmol) of 1.6 M n-butyllithium hexane solution was slowly added dropwise. After stirring for 2 hours,Tributyl borate 1.0 mL (3.7 mmol) was slowly added dropwise and stirred for 2 hours.Then return to room temperature,Quenched with water.The mixture was acidified with dilute hydrochloric acid and extracted with diethyl ether.Add sodium hydroxide aqueous solution to the organic layer,After basifying, extraction with diethyl ether was performed again.Add concentrated hydrochloric acid to the aqueous phase,The resulting white precipitate was obtained by filtration. It was dissolved in THF, 120 mg (0.40 mmol) of 1,2-dibromotetrafluorobenzene,2 mL of 20 wt% aqueous sodium carbonate solution and 50 mg (0.043 mmol) of Pd (PPh3) 4 were added and refluxed for 8 hours. The mixture was neutralized with dilute hydrochloric acid, extracted with diethyl ether, salted out, and dried over magnesium sulfate. The solvent was distilled off and the residue was purified by silica gel column chromatography using hexane as a developing solvent.Yield 81 mg, Yield 83%

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Osaka City University; Kobatake, Seiya; Kitagawa, Daichi; (28 pag.)JP2019/151596; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 827-08-7, name is 1,2-Dibromo-3,4,5,6-tetrafluorobenzene, molecular formula is C6Br2F4, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Product Details of 827-08-7

Butyllithium (1.6 M in hexanes, 12.6 mL, 20.16 mmol) was added dropwise to a stirred solution of 1,2-dibromotetrafluorobenzene (2.6 g, 8.44 mmol) in ether (50 mL) at -78 C. After 2 hours this solution was slowly added to a pre-cooled solution (-78 C.) of trimethylborate (2.3 mL, 20.52 mmol) in ether (25 mL). The resulting suspension was stirred at -78 C. for two hours then gradually warmed to room temperature and hydrolyzed with 20 mL of 10% HCl. The yellow organic phase was separated and the aqueous phase was extracted with dichloromethane (3*15 mL). The combined organic phases were washed with water (3*10 mL) and dried over magnesium sulfate. Removal of solvent under reduced pressure gave a yellow oil that was recrystallized from water at a pH of 4 to afford a crystalline solid. (1.5 g, 75%) 19F NMR (D2O/HCl) delta: -136.6 (d, JF-F=28.3 Hz, 2F, C6F4), -156.5 (d, JF-F=28.3 Hz, 2F, C6F4). 11B NMR (D2O/HCl) delta: 16.9 (br).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 827-08-7, its application will become more common.

Reference:
Patent; Piers, Warren Edward; Chase, Preston A.; Henderson, Lee Douglas; US2005/222463; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary