Category: 553-94-6

Electric Literature of 553-94-6,Some common heterocyclic compound, 553-94-6, name is 2,5-Dimethylbromobenzene, molecular formula is C8H9Br, 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.

K3PO4 (212 mg, 1 mmol),aryl halides (0.5mmol) and phenylboronicacid (0.75 mmol) were added successively into a dried Schlenk tubewith a magnetic bar under nitrogen. Then a N,N-dimethylacetamide (DMA 0.05 mL) solution of tetraphosphine TPPDA (0.0005 mmol) andPdCl2 (0.0005 mmol), which was reacted at 100 C for 1 h prior to use,was added into the mixture. Afterwards, o-xylene (3 ml) was addedwith syringe. After being stirred for the required time in the preset con-ditions, the reaction mixture was cooled to room temperature. The mix-ture solution was extracted with ethyl acetate (3 5 mL). Combinedorganic phase was washed with brine (3 5 mL) and dried over anhy-drous MgSO4. The dried solution was ltered and puried by silica gelchromatography (petroleum ether 60-90 C) to give a correspondingproduct. Reaction condition: aryl halides 0.5 mmol, phenylboronic acid 0.75 mmol, K3PO4 1.0mmol, o-xylene 3 mL, catalyst PdCl2/TPPDA = 1/1, 90 C, under nitrogen, GC yields.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,5-Dimethylbromobenzene, its application will become more common.

Reference:
Article; Guo, Fei-Chen; Zhou, Rong; Jiang, Zhi-Jie; Wang, Wei; Fu, Hai-Yan; Zheng, Xue-Li; Chen, Hua; Li, Rui-Xiang; Catalysis Communications; vol. 66; (2015); p. 87 – 90;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 553-94-6, These common heterocyclic compound, 553-94-6, name is 2,5-Dimethylbromobenzene, its 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.

The procedure of Katz33 was repeatedusing 7.37 g (39.8 mmol) of 2-bromo-p-xylene(3), 15.6 g (87.6 mmol,1.1 eq) of recrystallized34N-bromosuccinimide, and 25 mg of 2,2?-azobis(2-methylpropionitrile) in 100 mLof CCl4 to afford a yellow solid that was crystallized from 1:50 diethyl ether-hexane to afford 6.5 g (47%) of 1,4-bis(bromomethyl)-2-bromobenzenethat was sufficiently pure to be used directly in the next reaction. The procedure of Zhuang22 was repeated using 6.5 g (18.9 mmol) of 1,4-bis(bromomethyl)-2-bromobenzene and 6.6 mL (37.9 mmol, 1 eq) of triethylphosphite to afford 7.6 g (88%) of tetraethyl(2-bromo-1,4-phenylene)bis(methylene)diphosphonate that was sufficiently pure to be used directly in the next reaction.The procedure of Zhuang22 was repeated using 4.6 g (23.7mmol) of 3-carbomethoxy-4-methoxybenzaldehyde, 5.4 g (11.9 mmol, 1 eq) of tetraethyl (2-bromo-1,4-phenylene)bis(methylene)diphosphonate and 30 mL of 3.2 M sodium methoxide to afford 3.02 g (47%) of 4 as a yellow solid

The synthetic route of 553-94-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Matveev, Sergey V.; Kwiatkowski, Stefan; Sviripa, Vitaliy M.; Fazio, Robert C.; Watt, David S.; Levine, Harry; Bioorganic and Medicinal Chemistry Letters; vol. 24; 23; (2014); p. 5534 – 5536;,
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. 553-94-6, name is 2,5-Dimethylbromobenzene, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 553-94-6

General procedure: To a flask containing Mg turnings (0.28 g, 14 mmol) was added p-bromotoluene (1.38 g, 8.0 mmol) in THF (8 mL) at room temperature. After being stirred for 2 h, DMF (1.3 mL, 12 mmol) was added to the reaction mixture. The obtained mixture was stirred for 2 h at room temperature. Then, aq NH3 (7 mL, 28-30%) and I2 (4.06 g, 1.6 mmol) were added to the reaction mixture. After being stirred overnight, the reaction mixture was poured into aq sat. Na2SO3 solution and extracted with CHCl3 (3 × 30 mL). The organic layer was dried over Na2SO4 and filtered. After removal of the solvent, the residue was purified by short column chromatography on silica gel (eluent: hexane / ethyl acetate = 9:1, v/v) to provide pure p-tolunitrile (0.77 g) in 67% yield. Most aromatic nitriles mentioned in this work are commercially available and were identified by comparison with the authentic samples.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 553-94-6.

Reference:
Article; Ishii, Genki; Moriyama, Katsuhiko; Togo, Hideo; Tetrahedron Letters; vol. 52; 18; (2011); p. 2404 – 2406;,
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. 553-94-6, name is 2,5-Dimethylbromobenzene, A new synthetic method of this compound is introduced below., name: 2,5-Dimethylbromobenzene

Under argon atmosphere, arylbromides (0.6 mmol), palladium catalyst (0.5 mol%), KOtBu(0.6 mmol) and DMF (5 mL) were added to a schlenck containing a magnetic stir bar, followedby (0.6 mmol) of phenylacetylene. The resulting mixture was placed in an oil bath preheatedto 100 C and stirred vigorously for the indicated time. Upon completion, the mixture wascooled to room temperature, was partitioned between 30 mL of water and 20 mL of diethyletheror ethyl acetate and the combined organic layer was further washed with 2 × 20 mLof diethylether or ethyl acetate and was dried over MgSO4. The extraction was done withDCM when 2,6-dibromopyridine was used as a substrate. The ltrate was sampled at intervalsfor GC analysis to check the purity and the conversions are based on arylbromides.

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; Boubakri; Mansour; Harrath; Oezdemir; Ya?ar; Hamdi; Journal of Coordination Chemistry; vol. 71; 2; (2018); p. 183 – 199;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 553-94-6, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 553-94-6, name is 2,5-Dimethylbromobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

In a 250mL dry four-neck flask, evacuate and replace the system three times with nitrogen, and then add 60mL of anhydrous ether, 3.77g of magnesium filings (molecular weight 24.3, 155.20mmol, 1.2eq) and a small iodine (15mg) under nitrogen protection. ), Raise the temperature to 60 C, and slowly add about one-fifth of a solution of 2,5-dimethylbromobenzyl ether [25.75g of 2,5-dimethylbromobenzyl (molecular weight 199.09, 129.33mmol) , 1eq) dissolved in 30mL of ether], the temperature did not increase significantly, stirred at this temperature for about 30 minutes, at this time observed the temperature rose significantly, reached a reflux state, at the same time the yellow in the solution faded and turned off-white. The remaining 2,5-dimethylbromobenzyl ether solution was slowly added dropwise, and the drop was completed in about 40 minutes. After dripping and holding for 1 hour, it was observed that the magnesium dust in the reaction solution had basically disappeared. The temperature of the reaction solution was lowered to 0 C, and 46.04 g of ethylene oxide (molecular weight 44.05, 1034.6 mmol, 8.0 eq) was slowly added. After the addition, the temperature was maintained at about 0 C and stirring was continued for 3 hours. 70 mL of saturated ammonium chloride solution was added to extract the reaction. After the tetrahydrofuran was distilled off under negative pressure, the aqueous phase was extracted three times with 40 mL of dichloromethane. The dichloromethane phases were combined and the dichloromethane was evaporated to dryness under negative pressure to obtain 18.87 g (molecular weight 150.22, theoretically obtained). 19.43 g) a white solid. The purity was 97.5%, which was 2,5-dimethylphenylethanol, and the mass yield was 94.69%.

The synthetic route of 2,5-Dimethylbromobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Zhongqi Technology Co., Ltd.; Wu Yaojun; Bu Long; Zhang Pu; Hou Yuanchang; (7 pag.)CN110357774; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 553-94-6,Some common heterocyclic compound, 553-94-6, name is 2,5-Dimethylbromobenzene, molecular formula is C8H9Br, 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.

General procedure: A round bottom flask was charged with the aryl halide (0.5mmol), phenylboronic acid (0.75mmol), base (1.5 or 3mmol), catalyst (0.01mmol) and solvent (7mL), although the amount of the reagents and catalysts was diminished to half when catalysts 2-4 were utilized. The mixtures were heated for the times 2, 4, 8 and 24h and at the temperatures 85 and 100C given in the tables using the bases and catalysts there indicated. The products were characterized by GC.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,5-Dimethylbromobenzene, its application will become more common.

Reference:
Article; Karami, Kazem; Rahimi, Nasser; Rizzoli, Corrado; Polyhedron; vol. 59; (2013); p. 133 – 137;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 553-94-6,Some common heterocyclic compound, 553-94-6, name is 2,5-Dimethylbromobenzene, molecular formula is C8H9Br, 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.

K3PO4 (212 mg, 1 mmol),aryl halides (0.5mmol) and phenylboronicacid (0.75 mmol) were added successively into a dried Schlenk tubewith a magnetic bar under nitrogen. Then a N,N-dimethylacetamide (DMA 0.05 mL) solution of tetraphosphine TPPDA (0.0005 mmol) andPdCl2 (0.0005 mmol), which was reacted at 100 C for 1 h prior to use,was added into the mixture. Afterwards, o-xylene (3 ml) was addedwith syringe. After being stirred for the required time in the preset con-ditions, the reaction mixture was cooled to room temperature. The mix-ture solution was extracted with ethyl acetate (3 5 mL). Combinedorganic phase was washed with brine (3 5 mL) and dried over anhy-drous MgSO4. The dried solution was ltered and puried by silica gelchromatography (petroleum ether 60-90 C) to give a correspondingproduct. Reaction condition: aryl halides 0.5 mmol, phenylboronic acid 0.75 mmol, K3PO4 1.0mmol, o-xylene 3 mL, catalyst PdCl2/TPPDA = 1/1, 90 C, under nitrogen, GC yields.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,5-Dimethylbromobenzene, its application will become more common.

Reference:
Article; Guo, Fei-Chen; Zhou, Rong; Jiang, Zhi-Jie; Wang, Wei; Fu, Hai-Yan; Zheng, Xue-Li; Chen, Hua; Li, Rui-Xiang; Catalysis Communications; vol. 66; (2015); p. 87 – 90;,
Bromide – Wikipedia,
bromide – Wiktionary

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 553-94-6, name is 2,5-Dimethylbromobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C8H9Br

General procedure: In the reaction tube with a magnetic bar was added the solution of aryl bromides (0.5 mmol) and phenylboronic acid (91 mg, 0.75 mmol), NaOH (24 mg, 0.6 mmol), complex 1 (0.0001-0.02 mol%, dissolved in DMA) and ethanol (3 mL). After stirred for the required time in the preset conditions, the reaction mixture was cooled to room temperature, and then quenched by 1 mL brine and 3 mL water, and extracted with ethyl acetate (3¡Á5 mL). The combined organic layer was dried over anhydrous MgSO4 and the filtrate was concentrated to dryness under reduced pressure. The crude products were purified by column chromatography (petroleum ether, ethyl acetate) on silica gel.

The synthetic route of 553-94-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wu, Qinxu; Wu, Leilei; Zhang, Lei; Fu, Haiyan; Zheng, Xueli; Chen, Hua; Li, Ruixiang; Tetrahedron; vol. 70; 21; (2014); p. 3471 – 3477;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 553-94-6, These common heterocyclic compound, 553-94-6, name is 2,5-Dimethylbromobenzene, its 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.

General procedure: To a flask containing Mg turnings (0.29 g, 12 mmol) was added1-bromo-4-methylbenzene (1.37 g, 8.0 mmol) in THF (8 mL) at room temperature. After being stirred for 2 h, DMF (1.3 mL,12 mmol) was added to the reaction mixture. The obtained mixturewas stirred for 2 h at 0 C. Then, aq NH3 (7 mL, 28-30%) and I2 (4.06 g, 16 mmol) were added to the reaction mixture. After beingstirred for 2 h at room temperature, the reaction mixture waspoured into satd aq Na2SO3 solution and was extracted with CHCl3 (3*30 mL). The organic layer was dried over Na2SO4 and filtered.After removal of the solvent, the residue was purified by shortcolumn chromatography on silica gel (eluent: hexane/ethylacetate=9:1, v/v) to provide pure 4-methyl-1-benzonitrile (0.77 g) in 82% yield.

The synthetic route of 553-94-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ishii, Genki; Harigae, Ryo; Moriyama, Katsuhiko; Togo, Hideo; Tetrahedron; vol. 69; 5; (2013); p. 1462 – 1469;,
Bromide – Wikipedia,
bromide – Wiktionary

553-94-6,Some common heterocyclic compound, 553-94-6, name is 2,5-Dimethylbromobenzene, molecular formula is C8H9Br, 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.

General procedure: In a typical run, in the air atmosphere, a reaction tube was charged with aryl halide (1.0 mmol), phenylboronic acid (1.0 mmol), ionic Pd-NHC complex (0.001 mmol), and K2 CO3 (1 mmol). Solvent (2-propanol/H2 O, 1:2 v/v) (3 mL) was added to tube and the mixture was vigorously stirred at room temperature for a specific time. After the desired reaction time, 5 mL of diethyl ether was added to the reaction mixture, and the organic phase was extracted with the appropriate volume of water and dried over MgSO4 . Next, the organic phase (1 L ) was injected to GC. The reactions were monitored with a Shimadzu GC-2010 Plus (FID) (Kyoto, Japan). The results were the average of the 2 runs. The yields were determined by GC with use of undecane as the internal standard. All of the coupling products were previously reported. The turn over frequency (TOF) was calculated using the following equations: TOF = TON/time of reaction and TON = moles of desired product formed/moles of the catalyst.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,5-Dimethylbromobenzene, its application will become more common.

Reference:
Article; Ya?ar, Sedat; Akkoc, Mitat; Oezdemir, Nam?k; Oezdemir, ?smail; Turkish Journal of Chemistry; vol. 43; 6; (2019); p. 1622 – 1633;,
Bromide – Wikipedia,
bromide – Wiktionary