Category: 18599-22-9

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. 18599-22-9, name is 4-Bromo-3,3,4,4-tetrafluorobut-1-ene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 18599-22-9

In a two-necked round-bottomed flask, equipped with a teflon-coated stirrer bar, were placed 4-nitrobenzoyl chloride (5g, 0.50 g 2.7 mmol), Cu2O (0.030 g, 0.21 mmol), 2,2′-bipyridyl (0.020 g, S29 0.13 mmol), and a DMF solution of 2-Zn (0.66 M, 1.0 mL, 0.66 mmol), and the whole were stirred at 100 C for 20 h. The resultant was poured into water and the organic products were extracted with Et2O three times. The combined organic layers were dried over anhydrous Na2SO4, then filtered, and concentrated in vacuo. The residue was purified by silica gel column chromatography to give the corresponding 6g (0.14 g, 0.51 mmol) in 77% yield as a pale yellow oil.2,2,3,3-Tetrafluoro-1-(4-nitrophenyl)pent-4-en-1-one (6g) Yield: 77% (0.14 g, 0.51 mmol); Pale yellow oil (hexanes/AcOEt = 5/1, Rf = 0.50); 1H NMR (CDCl3): delta 5.78 (d, J = 11.0 Hz, 1H, cis-CH2=CH), 5.91 (dt, J = 17.31, 1.68 Hz, 1H, trans-CH2=CH), 6.07 (dtd, J = 17.3, 11.9, 11.0 Hz, 1H, CH2=CH), 8.21 (d, J = 8.4 Hz, 2H, Ar-H), 8.30-8.33 (m, 2H, Ar-H); 13C NMR (CDCl3): 111.7 (tt, J = 264.9, 37.4 Hz, CF2), 114.7 (tt, J = 250.6, 31.4 Hz, CF2), 123.9 (Ar), 125.6 (t, J = 23.9 Hz, CH2=CH), 125.6 (t, J = 9.4 Hz, CH2=), 131.4 (t, J = 3.4 Hz, Ar), 136.7 (Ar), 151.2 (Ar), 185.1 (t, J = 28.0 Hz, C=O); 19F NMR (CDCl3): -115.04 (s, 2F, CF2-C=O), -113.37 (d, J = 11.9 Hz, 2F, =CH-CF2); IR (neat): 3057, 1715, 1604, 1531, 1351, 1156, 1014, 834 cm-1 ; HRMS (FAB) calcd for C11H8F4NO3 [M+H]+ : 278.0440, found 278.0435.

The synthetic route of 18599-22-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tamamoto, Ken; Yamada, Shigeyuki; Konno, Tsutomu; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 2375 – 2383;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 18599-22-9, name is 4-Bromo-3,3,4,4-tetrafluorobut-1-ene, molecular formula is C4H3BrF4, 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. Recommanded Product: 4-Bromo-3,3,4,4-tetrafluorobut-1-ene

In a two-necked round-bottomed flask, equipped with a teflon-coated stirrer bar, were added iodobenzene (3a, 0.40 mL, 3.6 mmol) and Cu2O (0.027 g, 0.18 mmol), and a DMF solution of 2-Zn (0.60 M, 1.0 mL, 0.6 mmol). The whole was heated up at 100 C and stirred at that temperature for 24 h. After cooling to room temperature, the resultant was filtered through a short pad of silica gel using hexane as an eluent. The filtrate was concentrated in vacuo to give the crude materials, which was purified by silica gel column chromatography using hexanes as an eluent, leading to the corresponding compound 4a (0.036 g, 0.17 mmol) in 29% isolated yield as a colorless oil. 3,3,4,4-Tetrafluoro-4-phenylbut-1-ene (4a) [S1] Known compound; Yield: 29% (0.036 g, 0.17 mmol); Colorless oil (hexanes, Rf = 0.57); 1H NMR (CDCl3): 5.69 (d, J = 11.6 Hz, 1H, trans-CH2CHCF2), 5.83 (dt, J = 17.2, 1.6 Hz, 1H, cisCH2CHCF2), 6.02 (ddt, J = 17.2, 11.6, 11.5 Hz, 1H, CF2CH), 7.44-7.58 (m, 5H, ArH); 13C NMR (CDCl3): 115.1 (tt, J = 248.8, 37.2 Hz, CF2), 116.4 (tt, J = 252.1, 35.5 Hz, CF2), 124.1 (t, J = 9.9Hz, CH2), 126.7 (t, J = 24.8 Hz, CF2CH), 126.9 (td, J = 6.6, 1.7 Hz, Ar), 127.0-127.7 (m, Ar), 128.2 (Ar), 131.0 (t, J = 1.7 Hz, Ar); 19F NMR (CDCl3): 112.56 (s, 2F, CF2Ar), 114.95 (d, J = 11.46 Hz, 2F, CF2CH); IR (neat): 3071, 1653, 1424, 1286, 1243, 1130, 1070, 949 cm-1 ; HRMS (FAB) calcd for [M]+ C10H8F4: 204.0562, found 204.0558.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 18599-22-9, its application will become more common.

Reference:
Article; Tamamoto, Ken; Yamada, Shigeyuki; Konno, Tsutomu; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 2375 – 2383;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 18599-22-9, name is 4-Bromo-3,3,4,4-tetrafluorobut-1-ene, 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. Quality Control of 4-Bromo-3,3,4,4-tetrafluorobut-1-ene

To a solution of 4-bromo-3,3,4,4-tetrafluoro-1-butene (4) (0.812g, 3.92mmol, 1.0 eq.) and 2,3-O-isopropylidene-d-glyceraldehyde (5) (2.16g, 9.40, 2.4 eq.) in THF (15.7mL) was added 1.06M MeLi/LiBr-free diethyl ether solution (8.86mL, 9.40mmol, 2.4 eq.) dropwise at -78C. The resulting mixture was stirred at the same temperature for 2h, and then quenched with saturated NH4Cl aq. The reaction mixture was extracted with Et2O three times. The combined extracts were dried over anhydrous Na2SO4, and the solvents were removed under reduced pressure. The residue was dissolved in EtOH. To this mixture was added an excess amount of NaBH4 at 0C. The resulting mixture was stirred at room temperature for several hours, and then quenched with sat. NH4Cl aq. The reaction mixture was extracted with EtOAc three times. The combined extracts were dried over anhydrous Na2SO4, and the solvents were removed under reduced pressure. The residue was chromatographed on a silica gel to give the corresponding alcohols, 6a (0.352g, 1.37mmol, 35% isolated yield, anti isomer) and 6b (0.402g, 1.58mmol, 40% isolated yield, syn isomer) as a colorless oil.

The synthetic route of 4-Bromo-3,3,4,4-tetrafluorobut-1-ene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Konno, Tsutomu; Hoshino, Tomoko; Kida, Takumi; Takano, Shinya; Ishihara, Takashi; Journal of Fluorine Chemistry; vol. 152; (2013); p. 106 – 113;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 18599-22-9, A common heterocyclic compound, 18599-22-9, name is 4-Bromo-3,3,4,4-tetrafluorobut-1-ene, molecular formula is C4H3BrF4, 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.

4-Bromo-3,3,4,4-tetrafluoro-1-butene (8.7 g, 42 mmol), anthracene (5.0 g, 28 mmol), and toluene (100 g) were put into a 300 mL pressure resistant reaction container and reacted at 150 C. for 24 hours. Subsequently, after cooling to room temperature, the resultant was concentrated using a rotary evaporator. Methanol (50 g) was added to the concentrate, followed by stirring. The precipitated solid was subjected to filtration. Then, the filtrate was dried under a reduced pressure to obtain an intermediate 4b (6.0 g, yield=55.6%).

The synthetic route of 18599-22-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TOKYO OHKA KOGYO CO., LTD.; IKEDA, Takuya; SHIOSAKI, Masahiro; ARAI, Masatoshi; KOMURO, Yoshitaka; (170 pag.)US2019/361345; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 18599-22-9, name is 4-Bromo-3,3,4,4-tetrafluorobut-1-ene, 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 18599-22-9, COA of Formula: C4H3BrF4

General procedure: In a two-necked round-bottomed flask, equipped with a teflon-coated stirrer bar and reflux condenser, was added ethyl 2-iodobenzoate (3j, 0.14 g 0.50 mmol), Cu2O (0.060 g, 0.42 mmol), and a DMF solution of 2-Zn (0.65 M, 1.54 mL, 1.0 mmol), and the mixture was stirred at 100 C for 24 h. After being cooled to room temperature, the resulting solution was subjected to a short pad of silica gel using hexanes as an eluent. The filtrate was concentrated in vacuo to give the crude materials, which was purified by silica gel column chromatography to provide the corresponding compound 4j (0.13 g, 0.48 mmol) in 96% yield as an yellow oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-3,3,4,4-tetrafluorobut-1-ene, and friends who are interested can also refer to it.

Reference:
Article; Tamamoto, Ken; Yamada, Shigeyuki; Konno, Tsutomu; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 2375 – 2383;,
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. 18599-22-9, name is 4-Bromo-3,3,4,4-tetrafluorobut-1-ene, This compound has unique chemical properties. The synthetic route is as follows., Formula: C4H3BrF4

General procedure: In a two-necked round-bottomed flask, equipped with a teflon-coated stirrer bar, were placed benzoyl chloride (5a, 0.17 mL, 1.5 mmol), Cu2O (0.027 g, 0.18 mmol), 2,2′-bipyridyl (0.019 g, 0.12 mmol), and a DMF solution of 2-Zn (0.61 M, 1.0 mL, 0.61 mmol), and the whole were stirred at room temperature for 20 h. The resultant was poured into water and the organic products were extracted with Et2O three times. The combined organic layers were dried over anhydrous Na2SO4, then filtered, and concentrated in vacuo. The residue was purified by silica gel column chromatography to give the corresponding 6a (0.13 g, 0.56 mmol) in 92% yield as a colorless oil.

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 18599-22-9.

Reference:
Article; Tamamoto, Ken; Yamada, Shigeyuki; Konno, Tsutomu; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 2375 – 2383;,
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. 18599-22-9, name is 4-Bromo-3,3,4,4-tetrafluorobut-1-ene, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 4-Bromo-3,3,4,4-tetrafluorobut-1-ene

Under an argon atmosphere, methyl lithium-diethyl ether solution (1.0 M, 2.2 mL) without containing lithium bromide was dropped to tetrahydrofuran solution (2.0 mL) of 4-bromo-3,3,4,4-tetrafluoro-1-butene (0.23 g, 1.1 mmol) and 4- (trans-4-propylcyclohexyl) benzaldehyde (0.55 g, 2.4 mmol) at -78 C and stirred for 2 hours. After that, saturated ammonium chloride aqueous solution was poured into the reaction solution and reaction was stopped. The reaction solution was extracted three times with ethyl acetate, the obtained organic layer was dried with anhydrous sodium sulfate. After drying, filtration was carried out, and the obtained filtrate was concentrated with rotary evaporator. After that, the residue was purified by silica gel column chromatography (hexane / ethyl acetate = 7/1), compound (9-B) was obtained. (0.32 g, 0.88 mmol, 81% yield)

According to the analysis of related databases, 18599-22-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AGC Seimi Chemical Co., Ltd.; Konno, Tsutomu; Ishihara, Takashi; Asai, Tomoyuki; (24 pag.)JP2016/84300; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 18599-22-9, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 18599-22-9 as follows.

General procedure: In a two-necked round-bottomed flask, equipped with a teflon-coated stirrer bar, were added iodobenzene (3a, 0.40 mL, 3.6 mmol) and Cu2O (0.027 g, 0.18 mmol), and a DMF solution of 2-Zn (0.60 M, 1.0 mL, 0.6 mmol). The whole was heated up at 100 C and stirred at that temperature for 24 h. After cooling to room temperature, the resultant was filtered through a short pad of silica gel using hexane as an eluent. The filtrate was concentrated in vacuo to give the crude materials, which was purified by silica gel column chromatography using hexanes as an eluent, leading to the corresponding compound 4a (0.036 g, 0.17 mmol) in 29% isolated yield as a colorless oil.

According to the analysis of related databases, 18599-22-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Tamamoto, Ken; Yamada, Shigeyuki; Konno, Tsutomu; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 2375 – 2383;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 18599-22-9, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 18599-22-9 as follows.

To a stirred solution of silver acetate (10 mg, 0.060 mmol) in glacial acetic acid (20 mL) at reflux temperature was added zinc powder (10 g, 153 mmol) in one portion, and the whole was stirred at that temperature for additional 30 seconds. After refluxing for 30 seconds, the flask was cooled by dipping in an ice-bath. The Zn-Ag couple formed was separated by vacuum filtration in the open-air, which was washed with Et2O several times, followed by drying under reduced pressure. The Zn-Ag couple separated was stored at room temperature under Ar atmosphere. See Figure S1 Preparation of CH2=CHCF2CF2ZnBr in DMF (2-Zn) In a two-necked round-bottomed flask, equipped with a teflon-coated stirrer bar, was placed Zn-Ag couple (0.66 g, 10 mmol) in DMF (5.0 mL). To the suspension was slowly dropwise added 4-bromo-3,3,4,4-tetrafluorobut-1-ene (1, 1.0 g, 5.0 mmol) at 0 C and the whole was stirred at that temperature for 30 min. The resultant was subjected to a short pad of celite and washed by Et2O three times. The filtrate was concentrated in vacuo to give the corresponding organozinc reagents 2-Zn in 86% NMR yield as a 0.70 M DMF solution (1,1,2,2-Tetrafluorobut-3-en-1-yl)zinc bromide in DMF (2-Zn) Yield: 86% (determined by 19F NMR); 19F NMR (CDCl3): 112.10 (brs, 2F, CF2CH), 120.23 (brs, 2F, CF2Zn).

According to the analysis of related databases, 18599-22-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Tamamoto, Ken; Yamada, Shigeyuki; Konno, Tsutomu; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 2375 – 2383;,
Bromide – Wikipedia,
bromide – Wiktionary

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 18599-22-9 as follows. Safety of 4-Bromo-3,3,4,4-tetrafluorobut-1-ene

To a stirred solution of silver acetate (10 mg, 0.060 mmol) in glacial acetic acid (20 mL) at reflux temperature was added zinc powder (10 g, 153 mmol) in one portion, and the whole was stirred at that temperature for additional 30 seconds. After refluxing for 30 seconds, the flask was cooled by dipping in an ice-bath. The Zn-Ag couple formed was separated by vacuum filtration in the open-air, which was washed with Et2O several times, followed by drying under reduced pressure. The Zn-Ag couple separated was stored at room temperature under Ar atmosphere. See Figure S1 Preparation of CH2=CHCF2CF2ZnBr in DMF (2-Zn) In a two-necked round-bottomed flask, equipped with a teflon-coated stirrer bar, was placed Zn-Ag couple (0.66 g, 10 mmol) in DMF (5.0 mL). To the suspension was slowly dropwise added 4-bromo-3,3,4,4-tetrafluorobut-1-ene (1, 1.0 g, 5.0 mmol) at 0 C and the whole was stirred at that temperature for 30 min. The resultant was subjected to a short pad of celite and washed by Et2O three times. The filtrate was concentrated in vacuo to give the corresponding organozinc reagents 2-Zn in 86% NMR yield as a 0.70 M DMF solution (1,1,2,2-Tetrafluorobut-3-en-1-yl)zinc bromide in DMF (2-Zn) Yield: 86% (determined by 19F NMR); 19F NMR (CDCl3): 112.10 (brs, 2F, CF2CH), 120.23 (brs, 2F, CF2Zn).

According to the analysis of related databases, 18599-22-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Tamamoto, Ken; Yamada, Shigeyuki; Konno, Tsutomu; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 2375 – 2383;,
Bromide – Wikipedia,
bromide – Wiktionary