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ChemicalBook CAS DataBase List 4-Iodobiphenyl
1591-31-7

4-Iodobiphenyl synthesis

13synthesis methods
4-Iodobiphenyl can be used as an intermediate of photosensitive materials and liquid crystal materials. It was prepared from arylboronic acid and sodium nitrate by stirring in in dry acetonitrile with PVP-I 2 (1:1)  for required time at 80℃.
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Yield:1591-31-7 99%

Reaction Conditions:

with sodium nitrite in acetonitrile at 80; for 0.5 h;Sealed tube;

Steps:

General procedure for the ipso-iodination of arylboronic acids
General procedure: In a pressure tube, to a solution of a selected arylboronic acid (0.25 mmol) and sodium nitrate (4.3 g, 0.063 mmol) in dry acetonitrile (2 mL), PVP-I 2 (1:1) (108 mg, 0.3 mmol) was added. The reaction mixture was stirred vigorously at 80 C for required time. Upon completion, the reaction mixture was diluted with dichloromethane and filtered through celite, washing with more dichloromethane. The filtrate was washed with saturated Na2S2O4 solution, saturated NaCl solution and dried over anhydrous Na2SO4. Removal of the solvent under reduced pressure afforded the product in pure form, as verified by 1H NMR and 13C NMR.

References:

Fu, Fang;Gurung, Laxman;Czaun, Miklos;Mathew, Thomas;Prakash, G.K. Surya [Tetrahedron Letters,2019,vol. 60,# 38,art. no. 151020] Location in patent:supporting information

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