3-Iodothiophene was used in the synthesis of 3-thienylzinc iodide via reaction with zinc, followed by coupling with aryl halides. It was also used in the preparation of 3-(perfluorooctyl)thiophene, required for the synthesis of poly(3-perfluorooctylthiophene) conjugated polymer.
In a 100 mL reactor, 8.04 g (0.049t001) of 3-bromothiophene, 0.47 g (2.5 mm01) of CuI, 0.43 g (4.9ret001) of N,N'-dimethylethylenediamine, 16.27 g (0.098m01) of I(I, and 20 mL of n-butanol were added to a 100 mL reactor, and the reaction was carried out by heating in an oil bath, magnetic stirring The reaction was carried out at 120C under magnetic stirring. The reaction was stopped after 8h of follow-up analysis by GC. The reaction was cooled to room temperature, filtered, and the filter cake was washed twice with chloroform to combine the organic phases. After evaporating the chloroform at atmospheric pressure and then carrying out decompression distillation (8.00kPa), the fraction at 110-120 was collected 8.08g, the crude product yield was 78.29%.The mass fraction of the product 3-iodothiophene analyzed by GC was 98.50%. Product qualitative analysis results (MS): m/z=210 (M+), 83,39.
