A common compound: 1435-52-5, name is 1,4-Dibromo-2-fluorobenzene, belongs to bromides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 1435-52-5
General procedure: 6.9 1,3-Di(4′-fluorphenyl)-5-fluorobenzene (7i): Starting with 6 (100 mg, 0.37 mmol), Cs2CO3 (263 mg, 0.81 mmol), Pd(PPh3)4 (3 molpercent), 4-fluoromethylphenylboronic acid (109 mg, 0.78 mmol) and 1,4-dioxane (4 mL), 7i was isolated as a colorless solid (54 mg, 48percent). Mp 145-149 ¡ãC. 1H NMR (300 MHz, CDCl3): delta = 7.03-7.09 (m, 2H, ArH), 7.24-7.29 (m, 1H, ArH), 7.32-7.36 (m, 4H, ArH), 7.41-7.50 (m, 4H, ArH). 13C NMR (75 MHz, CDCl3): delta = 114.5 (dd, J = 24.2, 3.8 Hz, CH), 115.5 (d, J = 21.5 Hz, CH), 115.9 (d, J = 21.4 Hz, CH), 122.8 (t, J = 3.2 Hz, CH), 128.2 (CH), 128.8 (CH), 129.2 (CH), 130.5 (d, J = 3.34 Hz, CH), 130.7 (dd, J = 8.2, 3.3 Hz, CH), 130.9 (d, J = 3.3 Hz, CH), 131.3 (CH), 133.7 (d, J = 1.1 Hz, C), 134.2 (d, J = 4.9 Hz, C), 137.8 (d, J = 1.7 Hz, C), 141.1 (d, J = 8.3 Hz, C), 159.9 (d, JCF = 248.2 Hz, CF), 162.5 (d, JCF = 247.6 Hz, CF), 168.8, (d, JCF = 247.7 Hz, CF). 19F NMR (282 MHz, CDCl3): delta = -114.2.5, -117.3, -117.6 (CF). IR (ATR, cm-1): , 3041 (w), 2953 (w), 2917 (w), 2849 (w), 1907 (w), 1602 (w), 1595 (w), 1524 (w), 1480 (m), 1429 (w), 1387 (w), 1298 (w), 1224 (m), 1163 (m), 1094 (w), 1006 (w), 967 (w), 892 (m), 833 (m), 809 (s), 751 (w), 709 (w), 690 (w), 613 (w), 577 (m), 546 (w). MS (EI, 70 eV); m/z (percent) = 284 (100) [M]+. HRMS (EI) calcd. for C18H11F3 [M]+: 284.08074; found 284.10827.
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, 1435-52-5, other downstream synthetic routes, hurry up and to see.
Reference:
Article; Sharif, Muhammad; Maalik, Aneela; Reimann, Sebastian; Feist, Holger; Iqbal, Jamshed; Patonay, Tama?s; Villinger, Alexander; Langer, Peter; Journal of Fluorine Chemistry; vol. 146; (2013); p. 19 – 36;,
Bromide – Wikipedia,
bromide – Wiktionary