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.