Tag: M.W=400-500

Application of 2043-57-4,Some common heterocyclic compound, 2043-57-4, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane, molecular formula is C8H4F13I, 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.

1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluoro-8-iodooctane (30.8 g, 65 mmol) was dissolved in a mixture of pentane (180 mL) and diethyl ether (120 mL) The solution was stirred and cooled to -78 C before addition of 1.6 M t-butyllithium in hexane (45 mL, 72 mmol). After stirring for 15 min at this temperature freshly distilled trichloromethylsilane (2.75 g, 18.4 mmol) was added. The mixture was stirred for further 2 h at -78 C and then 1 h at 0 C, thereafter it was poured onto ice with stirring for 15 min. The resulting biphasic mixture was filtered through silica gel. The layers were separated and the aqueous phase was extracted with diethyl ether (3* 50 mL). The combined organic phases were dried (MgSO4) and solvents evaporated in vacuum to afford a yellow oil (17.2 g, 16 mmol, 85%). 1H NMR delta = 0.18 (s, 3H, SiCH3), 0.91 (m, 6H, SiCH2CH2CF2), 2.07 (m, 6H, CH2CF2). 13C {1H} NMR delta = -6.59 (s, SiCH3), 2.59 (s, SiCH2), 25.54 (t, 2JCF = 24.0 Hz, CH2CF2), 106.80-125.18 (m, CF3, CF2). 19F NMR delta = -127.13 (m, 6F, CF2), -124.17 (m, 6F, CF2), -123.77 (m, 6F, CF2), -122.78 (m, 6F, CF2), -117.07 (m, 6F, CF2), -81.99 (t, 9F, 3JHH = 10.1 Hz, CF3). 29Si {1H} NMR delta = 7.06.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane, its application will become more common.

Reference:
Article; Stra?ak, Toma?; ?t’astna, Lucie ?ervenkova; Bilkova, Veronika; Skoupa, Veronika; Karban, Jind?ich; Cu?inova, Petra; ?ermak, Jan; Journal of Fluorine Chemistry; vol. 178; (2015); p. 23 – 29;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 355-43-1, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane, belongs to iodides-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 355-43-1, Product Details of 355-43-1

General procedure: In a Pyrex glass tube were placed olefin (0.2 mmol), perfluoroalkyl iodide (1.0 mmol), and CH2Cl2 (5 mL). Then Na2S2O3 (0.5 mmol, 79 mg) and water (1 mL) were added to the mixture. After sealing the tube, the mixture was shaked and then irradiated with a Hg lamp at room temperature. After the reaction was completed, the mixture was extracted with CH2Cl2. The extract was washed with brine, dried over Na2SO4, filtered, and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to afford pure product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane, and friends who are interested can also refer to it.

Reference:
Article; Yajima, Tomoko; Jahan, Ishrat; Tonoi, Takayuki; Shinmen, Manami; Nishikawa, Aya; Yamaguchi, Kanako; Sekine, Izumi; Nagano, Hajime; Tetrahedron; vol. 68; 34; (2012); p. 6856 – 6861;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 63262-06-6, name is 1,4-Dibromo-2,5-diiodobenzene, A new synthetic method of this compound is introduced below., Quality Control of 1,4-Dibromo-2,5-diiodobenzene

100 ml to double-mouth bottle 1,4-dibromo -2,5- phenyl-diiodide 974.5 mg (2mmol), phenylboronic acid 609.5 mg (5mmol), four (triphenylphosphine) palladium 115.6 mg (0.1mmol), vacuum heat nitrogen three times post-injection by adding oxygen-free tetrahydrofuran 20 ml aqueous solution of potassium carbonate and the 10 ml (2mol/L), in 74 C lower reflux 8h, DCM extraction for reaction is ended, and salt water washing three phase after drying with anhydrous sodium sulfate, after filtration turns on lathe does, with pure petroleum ether column separation and purification, to obtain white powder 2,5-dibromo -1,4- diphenyl benzene, the yield is 63.7%, that is, the intermediate product 1. Product characterization data are as follows

The synthetic route of 63262-06-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang University; Li, Lingzhi; Qin, Anjun; Tang, Benzhong; Sun, Jingzhi; (15 pag.)CN104844475; (2016); B;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 355-43-1, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane, belongs to iodides-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 355-43-1, Formula: C6F13I

A 100 ml Schlenk flask equipped with a stir bar was flame-dried and then charged with 1,4-diiodobenzene (3.30 g, 10 mmol), Cu powder (5.08 g, 80 mmol), and 2,2′-bipy (156 mg, 1 mmol). The flask was evacuated and back-filled with argon three times. Anhydrous dimethylsulfoxide (30 mL) was added via a syringe. Perfluorohexyl iodide (6.5 mL, 30 mmol) was added dropwise while stirring. Upon completion of addition, the reaction mixture was heated to 70 C. for 72 hours then removed from heat. The reaction mixture was poured into 100 mL H2O/100 mL diethyl ether and stirred vigorously for 30 min. Solid residues were removed by filtration, and the organic layer was washed twice with dilute NH4OH solution, twice with water, dried over MgSO4. The solvent was removed by evaporation under reduced pressure, and the resulting off-white solids were subjected to sublimation to give S5 as white solids (5.61 g, 78%). 1H NMR (300 MHz, CDCl3): delta 7.77 (s, 4H). 19F NMR (282 MHz, CDCl3): delta -126.58 (4F), -123.26 (4F), -122.15 (4F), -121.87 (4F), -111.71 (4F), -81.16 (6F).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Massachusetts Institute of Technology; Swager, Timothy M.; Lim, Jeewoo; Takeda, Yohei; US9156938; (2015); B2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 355-43-1, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane, belongs to iodides-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 355-43-1, Formula: C6F13I

A 100 ml Schlenk flask equipped with a stir bar was flame-dried and then charged with 1,4-diiodobenzene (3.30 g, 10 mmol), Cu powder (5.08 g, 80 mmol), and 2,2′-bipy (156 mg, 1 mmol). The flask was evacuated and back-filled with argon three times. Anhydrous dimethylsulfoxide (30 mL) was added via a syringe. Perfluorohexyl iodide (6.5 mL, 30 mmol) was added dropwise while stirring. Upon completion of addition, the reaction mixture was heated to 70 C. for 72 hours then removed from heat. The reaction mixture was poured into 100 mL H2O/100 mL diethyl ether and stirred vigorously for 30 min. Solid residues were removed by filtration, and the organic layer was washed twice with dilute NH4OH solution, twice with water, dried over MgSO4. The solvent was removed by evaporation under reduced pressure, and the resulting off-white solids were subjected to sublimation to give S5 as white solids (5.61 g, 78%). 1H NMR (300 MHz, CDCl3): delta 7.77 (s, 4H). 19F NMR (282 MHz, CDCl3): delta -126.58 (4F), -123.26 (4F), -122.15 (4F), -121.87 (4F), -111.71 (4F), -81.16 (6F).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Massachusetts Institute of Technology; Swager, Timothy M.; Lim, Jeewoo; Takeda, Yohei; US9156938; (2015); B2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 2043-57-4, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 2043-57-4

15 mL of freshly distilled and dry THF under nitrogen was cooled to -78 C. 4.0 mL of LDA in THF (1 .0 M) (4 mmol) was added quickly. 0.332 mg [1 .8 mmol] of 4,4′-dimethyl-2,2′-bipyridine, dissolved in 3 ml of dry THF, were added and kept under stirring for 30 minutes at – 78 C, then for 15 minutes at -10 C and finally the temperature was cooled again at -78 C for further 15 minutes. Then 1 .896 g [4 mmol] of 1 H,1 H,2H,2H-perfluorooctyl iodide were added. After the addition, the reaction mixture was allowed to warm slowly to room temperature. The reaction was added with 20 ml of brine and extracted with diethyl ether and dried over Na2SO4. Evaporation u.v. (30 C/2.4 kPa) gave a crude product, that was purified by silica gel column chromatography eluting with methanol/dichloromethane solvent mixture, using an appropriate gradient (2:98 final eluting solvent mixture ratio). After removal of the solvent u.v. (30 C/ 2.4 kPa) 0.512 g of the desired compound was obtained as a white solid. 1H-NMR (400 MHz, CDCI3): 8.60 (d, 2H, J=5.1 Hz), 8.28 (s, 2H), 7.16 (dd, 2H, J=1 .6 Hz, J=3.3 Hz), 2.82 (t, 4H, J=7.5 Hz), 2.21 -1 .99 (m, 8H) ppm. 19F-NMR (376.3 MHz, CDCI3): -126.1 , -123.4, -122.8, -121 .9, -1 14.1 , -80.81 ppm.

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 2043-57-4.

Reference:
Patent; TOZZI GREEN S.P.A.; BORZATTA, Valerio; ZAMA, Isabella; RIGHI, Paolo; GORNI, Giacomo; (39 pag.)WO2019/29789; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 355-43-1, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane, molecular formula is C6F13I, 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. Safety of 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane

22.3 g (50 mmol) of perfluoroalkyl iodide compound B-a, 17.4 g (100 mmol) of insurance powder, 8.4 g (100 mmol) of sodium hydrogencarbonate, 40 mL of acetonitrile, 60 mL of water were added to the reaction flask.Stir at room temperature overnight.After completion of the reaction, the system was extracted with ethyl acetate three times, and then washed three times with brine, dried, filtered and evaporated to dryness. The obtained crude product was recrystallized from isopropyl alcohol to give 12.4 g of product B2, yield 61%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 355-43-1, its application will become more common.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Organic Chemistry Institute; Zhang Wei; Zhang Lijun; Xu Yongchang; Hu Jinbo; (12 pag.)CN109761953; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 88-82-4, A common heterocyclic compound, 88-82-4, name is 2,3,5-Triiodobenzoic acid, molecular formula is C7H3I3O2, 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.

[0120] Under an Ar atmosphere, 2,3,5-triiodobenzoic acid (44)(100 mg, 0.2 mmol) and N-(tert-butoxycarbonyl)-1,2-diaminoethane (32 muL, 0.2 mmol) were dissolved in anhydrous DMF (3 mL). Under ice-cooling, 1-hydroxybenzotriazole monohydrate (37 mg, 0.24 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (46 mg, 0.24 mmol) were sequentially added, and the mixture was stirred at room temperature for 13.5 hours. After confirming completion of the reaction by TLC (n-hexane:ethyl acetate=1:1), the reaction solution was poured into water (30 mL). The mixture was extracted with ethyl acetate (3×30 mL), and the organic layer was washed with a saturated aqueous sodium hydrogen carbonate solution (50 mL) and saturated saline (50 mL) and then dried over anhydrous magnesium sulfate. After evaporation under a reduced pressure, the obtained material was recrystallized from n-hexane/ethyl acetate, to give intermediate 45 (106 mg, 82%) as a white solid. [0121] 1H-NMR (300 MHz, CDCl3) delta: 8.22 (d, J=2.0 Hz, 7.53 (d, J=2.0 Hz, 1H), 6.50 (br s, 1H), 4.91 (br s, 1H), 3.53 (q, J=5.4 Hz, 2H), 3.40 (br s, 2H), 1.44 (s, 9H).

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:
Patent; NATIONAL UNIVERSITY CORPORATION OKAYAMA UNIVERSITY; Oohashi, Toshitaka; Kakuta, Hiroki; US2015/80551; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 355-43-1, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane, A new synthetic method of this compound is introduced below., Formula: C6F13I

General procedure: In a Pyrex glass tube were placed olefin (0.2 mmol), perfluoroalkyl iodide (1.0 mmol), and CH2Cl2 (5 mL). Then Na2S2O3 (0.5 mmol, 79 mg) and water (1 mL) were added to the mixture. After sealing the tube, the mixture was shaked and then irradiated with a Hg lamp at room temperature. After the reaction was completed, the mixture was extracted with CH2Cl2. The extract was washed with brine, dried over Na2SO4, filtered, and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to afford pure product.

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; Yajima, Tomoko; Jahan, Ishrat; Tonoi, Takayuki; Shinmen, Manami; Nishikawa, Aya; Yamaguchi, Kanako; Sekine, Izumi; Nagano, Hajime; Tetrahedron; vol. 68; 34; (2012); p. 6856 – 6861;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 355-43-1, name is 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane, belongs to iodides-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 355-43-1, Formula: C6F13I

Microreactor> [0213] The microreactor used in present Test Example is, as shown in FIG. 3, constituted with T-shaped micromixers (M1, M2), micro tube reactors (R1, R2), and tube reactors (P1, P2, P3) for precooling. [0214] For both of the micromixer M1 and the micromixer M2, T-shaped micromixers (micromixers 1 and 2, manufactured by Sankoh Seiki Kogyo Co., Ltd., inner diameter: 250 mum or 500 mum, see FIG. 3) were used. For the micro tube reactors and the tube reactors for precooling, a stainless steel tube (outer diameter: 1/16 inch (1.58 mm), inner diameter: 1,000 mum) manufactured by GL Sciences Inc. was used. The residence time was regulated, not by changing the flow rate, but by changing the length of the stainless steel tube. By submerging the whole of the microreactor in a thermostatic bath, the reaction temperature was set at -78 C. [0215] The solutions to be introduced into the microreactor were prepared in the same manner as in Test Example 1 except that in Test Example 1, the concentrations of CF3(CF2)5Br and benzaldehyde were set at 0.20 M and 0.10 M, respectively, and a 0.72 M n-butyllithium solution was prepared by diluting n-butyllithium (manufactured by Kanto Chemical Co., Inc.) with hexane. [0216] Into the T-shaped mixer M1, the mixed solution of CF3(CF2)5Br and benzaldehyde and the n-butyllithium solution were liquid-transferred at the flow rates of 6.00 mL/min and 1.50 mL/min, respectively, by using syringe pumps. The solutions were mixed in the micromixer M1, and were allowed to undergo continuous reaction in the tube reactor. Methanol (manufactured by Wako Pure Chemical Industries, Ltd.) was introduced from one inlet of the microreactor M2. In the micromixer M2, by mixing the reactants and the methanol with each other, methanol quenching was performed (see FIG. 3). [0217] The residence time in the tube reactor R1 (inner diameter: 1,000 mum, length: 12.5 cm) was set at 0.785 sec. [0218] The mixed reaction solution was discarded for a few minutes until the reaction was stabilized and then taken into a sampling tube for 30 sec. [0219] The yield of the fluorine-containing substituted compound was measured in the same manner as in Test Example 1. The result thus obtained is shown in Table 2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-6-iodohexane, and friends who are interested can also refer to it.

Reference:
Patent; Taiyo Nippon Sanso Corporation; Kyoto University; YOSHIDA, Junichi; NAGAKI, Aiichiro; US2014/12027; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com