Category: 444-29-1

Electric Literature of 444-29-1, A common heterocyclic compound, 444-29-1, name is 1-Iodo-2-(trifluoromethyl)benzene, molecular formula is C7H4F3I, 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: A Schlenk tube was charged with MCM-41-Sb,Py-CuI (122mg, 0.05mmol), triphenyphosphine (26mg, 0.10mmol), and K2CO3 (276mg, 2.0mmol). The tube was evacuated and backfilled with argon. Then, aryl halide (1.0mmol), terminal alkyne (1.2mmol) and DMF (4mL) were added under argon. The tube was sealed, and the reaction mixture was stirred at 100C for 6-24h. The reaction mixture was cooled to room temperature, diluted with ethyl acetate (20mL), and filtered. The MCM-41-Sb,Py-CuI complex was washed with distilled water (2×5mL), DMF (2×5mL), and ethanol (2×5mL) and reused in the next run. The filtrate was washed with water, dried over MgSO4 and concentrated under reduced pressure. The residue was purified by flash column chromatography on silica gel (petroleum/ethyl acetate=30:1-60:1) to provide the desired 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.

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. 444-29-1, name is 1-Iodo-2-(trifluoromethyl)benzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C7H4F3I

General procedure: General procedure: A 25 mL two-necked, round bottomed flask equipped with a water condenser, nitrogen gas inlet, Teflon coated magnetic stir bar, and a rubber septum port was charged with Pd(PPh3)4 (0.48 g, 3?5 molpercent), Cu(I)I (0.87 g, 4.6 mmol), and 10 mL of dry DMF. Next, 3-iodobenzotrifluorine (2.28 g, 8.30 mmol) was added to the solution via syringe. Then, 2 (3.93 g, 9.22 mmol) was slowly added to this solution by syringe. The reaction mixture was stirred 12 h at room temperature. To remove the ISnBu3-n, the reaction mixture was stirred with Cu(OAc)2 (3.36 g, 18.4 mmol) and 5 mL of extra DMF for 2 h. Alternately, dry KF (0.58 g, 9.9 mmol) was added to the reaction flask and the mixture was stirred overnight. The reaction mixture was then poured over water (25 mL) in a separatory funnel and extracted with ether (3× 25 mL). The combined ether layers were washed with water (2× 25 mL). The organic layer was dried over MgSO4, filtered, and the solvent was removed by rotary evaporation. The crude product was purified by silica gel column chromatography using hexanes as eluent to give 4 (2.90 g, 82percent isolated yield, Rf (hexanes) = 0.36, purity by GLPC analysis = 98percent): 19F NMR (CDCl3) ?63.4 ppm (s, 3F), ?143.3 ppm (dt, 1F, 3JFF = 122.6 Hz, 3JFH = 23.9 Hz), ?159.8 ppm (dt, 1F, 3JFF = 123.7 Hz, 4JFH = 4.6 Hz); 19F{H} NMR (CDCl3): ?63.4 ppm (s, 3F), ?143.3 ppm (d, 1F, 3JFF = 122.9 Hz), ?159.8 ppm (d, 1F, 3JFF = 123.4); 1H NMR (CDCl3): 7.9 ppm (s, 1H), 7.8 ppm (d, 1H, 3JHH = 7.9 Hz), 7.6 ppm (dd, 1H, 3JHH = 9.0 Hz, 3JHH = 7.8 Hz), 7.5 ppm (d, 1H, 3JHH = 7.7 Hz), 5.9 ppm (ddt, 1H, 3JHH = 17.0 Hz, 3JHH = 10.2 Hz, 3JHH = 6.4 Hz), 5.3 ppm (dm, 1H, 3JHH = 17.1 Hz), 5.2 ppm (dd, 1H, 3JHH = 10.1 Hz, 2JHH = 1.3 Hz), 3.3 ppm (ddddd, 2H, 3JHF = 23.3 Hz, 3JHH = 6.5 Hz, 4JHH = 5.3 Hz, 4JHH = 1.4 Hz, 4JHH = 1.3 Hz); 13C NMR (CDCl3): 151.51 ppm (dd, 1JCF = 251.6 Hz, 2JCF = 55.9 Hz), 146.00 ppm (dd, 1JCF = 225.2 Hz, 2JCF = 43.3 Hz), 131.11 ppm (qd, 2JCF = 32.0 Hz, 4JCF = 2.7 Hz), 130.96 ppm (dd, 3JCF = 1.9 Hz, 4JCF = 1.8 Hz), 130.64 ppm (dd, 2JCF = 25.8 Hz, 3JCF = 6.6 Hz), 129.03 ppm (d, 4JCF = 2.0 Hz), 128.35 ppm (ddm, 3JCF = 8.5 Hz, 4JCF = 1.4 Hz), 125.16 ppm (m), 124.04 ppm (q, 1JCF = 272.3 Hz), 122.11 ppm (m), 118.43 ppm (s), 32.13 ppm (d, 2JCF = 22.8 Hz); GC?MS, m/z (relative intensity): 248 (M+, 100.00), 213 (62.76), 201 (62.15), 179 (85.05), 177 (57.02) 164 (92.70), 159 (70.96), 151 (98.55); HRMS: C12H9F5 (calculated: 248.0624, observed: 248.0620).

The synthetic route of 444-29-1 has been constantly updated, and we look forward to future research findings.

Electric Literature of 444-29-1, A common heterocyclic compound, 444-29-1, name is 1-Iodo-2-(trifluoromethyl)benzene, molecular formula is C7H4F3I, 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: A mixture of aryl halides (0.5 mmol), aryl sulfinates (0.75 mmol), Pd(dppf)Cl2 (2.5 mol percent), P(OPh)3 (5 mol percent), K2CO3 (1.5 mmol) and 2 mL of DMF in a schlenk tube was heated to 150 °C under inert atmosphere (24 h for aryl iodides and 26 h for aryl bromides). The reaction mixture was cooled to room temperature, diluted with ethyl acetate and filtered through a plug of Celite. The filtrate was washed sequentially with H2O and brine. The organic layer was separated, dried (Na2SO4), and concentrated under vacuum. The crude product was purified by column chromatography (silica gel; petroleum ether). All the products were analyzed by GC-MS. 1H NMR, 13C NMR and IR of only representative products are given, as all the products are highly reported.

The synthetic route of 444-29-1 has been constantly updated, and we look forward to future research findings.

Electric Literature of 444-29-1, The chemical industry reduces the impact on the environment during synthesis 444-29-1, name is 1-Iodo-2-(trifluoromethyl)benzene, I believe this compound will play a more active role in future production and life.

General procedure: A 10 mL flask equipped with a Teflon valve was charged with a magnetic stir bar, CuI (2 mg, 1molpercent), Heteroarylamine (1.5 mmol), KOtBu (224 mg, 2.0 mmol), solid aryl halides (1.0 mmol). The tube was evacuated and backfilled with argon. Under a counter flow of argon, dioxane (1.5mL), aryl halides (1.0 mmol, if liquid) were added by syringe. The tube was sealed. The reaction mixture was allowed to stir at 110 °C (X=I) or 130 °C (X= Br) for 24 h. Then the mixture was cooled to room temperature and added 5.0 mL brine. Subsequently, the mixture was extracted with ethyl acetate. The organic layers were collected, dried over Na2SO4, filtered and the solvent was removed under vacuum. The residue was purified by column chromatography on silica gel.

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-Iodo-2-(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Electric Literature of 444-29-1, 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. 444-29-1, name is 1-Iodo-2-(trifluoromethyl)benzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Pd(OAc)2 (22.4 mg, 0.10 mmol, 0.1 equiv), Ph3P (57.6 mg, 0.22, 0.22 equiv), and Cs2CO3 (1.63 g, 5 mmol, 5 equiv) were added to a flamedried, sealable vial under argon. Dry, degassed MeCN or DMF (3 mL) was added and the yellow mixture was stirred under argon for approximately 5 min. Aryl iodide (1.00 mmol, 1 equiv), alkyl iodide (10.00 mmol, 10 equiv), and olefin (5.00 mmol, 5 equiv) were added successively to the reaction mixture under argon. The mixture was stirred for 5 min, then solid norbornene (470 mg, 5.00 mmol, 5 equiv) was added. After a final argon purge, the vial was capped and placed in an oil bath that had been preheated to 90 °C. After 4?10 h, the mixture was cooled to r.t. Reactions performed in MeCN were filtered over a short pad of Celite (eluting with CH2Cl2) and concentrated in vacuo. Reactions performed in DMF were diluted with EtOAc? hexanes (1:1) and washed with brine twice. After drying with MgSO4, the organic layer was filtered and concentrated. The crude products were purified by flash column chromatography (CH2Cl2?hexanes, 1:5, then Et2O?hexanes, 1:100?1:25).

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-Iodo-2-(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference of 444-29-1, The chemical industry reduces the impact on the environment during synthesis 444-29-1, name is 1-Iodo-2-(trifluoromethyl)benzene, I believe this compound will play a more active role in future production and life.

representable procedure for Suzuki reaction of 4-iodomethylbenzene and phenylboronic acid (Table 2, entry 2). The catalyst Pd(at)poly-Sty-co-diOH-Cl (5.5 mg, Pd: 0.05 mol percent), 4-iodomethylbenzene (218 mg, 1 mmol), phenylboronic acid (183 mg, 1.5 mmol), K2CO3 (276 mg, 2 mmol), and ethanol/H2O (3 ml, 2:1, v/v) were added into a 25 ml round bottomed flask, which was then heated to 70 ¡ãC for 1 h as monitored by TLC. After the reaction was finished, the catalyst was filtered and washed three times with ethyl acetate (3 ml). Then, 10 ml water was added to the filtrate, and 10 ml EtOAc was added to extract the organic compound for three times. The combined extract was evaporated to leave the crude products which were purified by column chromatography over silica gel to furnish the pure 4-methylbiphenyl as a white solid:

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-Iodo-2-(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wang, Jiayi; Song, Gonghua; Peng, Yanqing; Tetrahedron Letters; vol. 52; 13; (2011); p. 1477 – 1480;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 444-29-1,Some common heterocyclic compound, 444-29-1, name is 1-Iodo-2-(trifluoromethyl)benzene, molecular formula is C7H4F3I, 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 experiment, the isolated crystalline precatalyst 1A (or 2A, 0.005 mmol) was sequentially mixed with 3 mL of solvent (DMF or [Bmim]PF6 if required), iodobenzene (5mmol), phenylacetylene (6 mmol), and Et3N (7.5 mmol). The obtained mixture was placed in a sealed Teflon?lined stainless steel autoclave, purged with syngas (CO, 1.0 MPa) and then stirred vigorously at the required temperature for the appointed time. Upon completion of the reaction, the mixture wasc ooled to room temperature and the pressure was carefully released. The reaction mixture was extracted with diethyl ether(5 mL 3). The ether fractions were combined and then analyzedby GC to determine the conversion of PhI (1?dodecane as an internal standard) and the selectivity for the carbonylative products (normalization method). The structures of the carbonylative products were further confirmed by GC?MS.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Iodo-2-(trifluoromethyl)benzene, its application will become more common.

Reference:
Article; Yang, Da; Wang, Dongliang; Liu, Huan; Zhao, Xiaoli; Lu, Yong; Lai, Shijun; Liu, Ye; Cuihua Xuebao/Chinese Journal of Catalysis; vol. 37; 3; (2016); p. 405 – 411;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 444-29-1, name is 1-Iodo-2-(trifluoromethyl)benzene, 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 444-29-1, Quality Control of 1-Iodo-2-(trifluoromethyl)benzene

To a solution of (4S,2R,3R,5R)-2-[6-(cyclopentylamino)purin-9-yl]-5-ethynyloxolane-3,4-diol (40 mg, 0.12 mmol) in tetrahydrofuran (4 mL) under nitrogen was added catalytic amounts (3 mg) of (4S,2R,3R,5R)-2-[6-(cyclopentylamino)purin-9-yl]-5-ethynyloxolane-3,4-diol (II) and copper (I) iodide, followed by 1-iodo-2-trifluoromethylbenzene (0.042 mL). Triethylamine (0.4 mL) was then added, and the mixture was stirred for 15 minutes at room temperature. The solvent was removed under reduced pressure, and the residue was purified by preparative TLC, eluting with methanol:methylene chloride (6.5:1), to yield (4S,2R,3R,5R)-2-[6-(cyclopentylamino)purin-9-yl]-5-{2-[2-(trifluoromethyl)phenyl]ethynyl}-oxolane-3,4-diol, a compound of Formula I.

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; Zablocki, Jeff; Palle, Venkata; Elzein, Elfatih; Li, Xiaofen; US2004/43960; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 444-29-1,Some common heterocyclic compound, 444-29-1, name is 1-Iodo-2-(trifluoromethyl)benzene, molecular formula is C7H4F3I, 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 25mL of oven-dried Schlenk tube equipped with a magnetic stir bar was charged with [Pd(C3H5)Cl]2 (3.7mg 0.01mmol, 0.05 equiv), XPhos (10.5mg, 0.022mmol, 0.11 equiv), K2CO3 (69.1mg, 0.5mmol, 2.5 equiv), and dry CH3CN (1mL). After stirring for about 15minat r.t. under argon, a solution of aryl iodide 1 (0.24mmol, 1.2 equiv), alkylating reagent 2 (0.2mmol, 1.0 equiv), 5-Norbornene-2-carboxylic acid N4 (5.5mg, 0.04mmol, 0.2 equiv) in dry MeCN (1mL) was added, then heated to 70¡ãC and stirred for 5?24h. The reaction was monitored by TLC, after completion of the reaction, the mixture was cooled to r.t., filtered through a thin pad of celite eluting with ethyl acetate (10mL), and the combined filtrate was concentrated in vacuo. The residue was directly purified by column chromatography on silica gel or purified by PTLC to give the desired product 3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Iodo-2-(trifluoromethyl)benzene, its application will become more common.

Reference:
Article; Liu, Ze-Shui; Qian, Guangyin; Gao, Qianwen; Wang, Peng; Cheng, Hong-Gang; Hua, Yu; Zhou, Qianghui; Tetrahedron; vol. 75; 12; (2019); p. 1774 – 1780;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 444-29-1, The chemical industry reduces the impact on the environment during synthesis 444-29-1, name is 1-Iodo-2-(trifluoromethyl)benzene, I believe this compound will play a more active role in future production and life.

Example 9; 2-Ethyl-1- [3-(2-trifluoromethylphenyl)-2-propynyl]-1 H-imidazo [4,5-c] quinolin-4-amine; Part A; Tris (dibenzylideneacetone) dipalladium (0) chloroform adduct (64.5 mg, 0.03 eq. ), 2-iodobenzotrifluoride (321 uL, 1.1 eq. ), triethylamine (869 muL, 3.0 eq. ), and copper (I) iodide (23.7 mg, 0.06 eq. ) were added sequentially to a solution of 2-ethyl-1- (2-propynyl)- 1H-imidazo [4,5-c] quinoline (489 mg, 2.08 mmol, 1.0 eq. ) in DMF (10.6 mL). The reaction mixture was stirred at ambient temperature for 18 hours and then concentrated under reduced pressure. The residue was purified by column chromatography (silica gel eluting with 3/97 methanol/chloroform) to provide 0.13 g of 2-ethyl-1- [3- (2- trifluoromethylphenyl)-2-propynyl]-lH-imidazo [4,5-c] quinoline as a light yellow solid.

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-Iodo-2-(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; 3M INNOVATIVE PROPERTIES COMPANY; WO2005/66170; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com