Chemical Properties
colorless needle-like crystals or Pale Yellow Low Melting Solid. Slightly soluble in water, easily soluble in organic solvents such as ethanol and ether.
Uses
2-Iodophenol is used in the synthesis of aryl 2-benzofuranyl and aryl 2-indolyl carbinols of high enantiomeric purity and 3,3-disubstituted-2,3-dihydrobenzofurans. Coupling with phenylacetylene in the presence of a Pd complex and CuI gives 2-phenylbenzofuran in good yield.
Definition
ChEBI: 2-iodophenol is a 2-halophenol and an iodophenol.
Application
2-Iodophenol is a halophenol with antifungal activity. 2-Iodophenol was used in the synthesis of:
aryl 2-benzofuranyl and aryl 2-indolyl carbinols of high enantiomeric purity
3,3-disubstituted-2,3-dihydrobenzofurans
1,3,5-substituted benzenes.
2-Iodophenol is also used as additive tracers for resist plasm a etching and suzuki reaction.
Preparation
synthesis of 2-iodophenol: phenol (1a) to react with 0.5 equivalent of iodine and 1 equivalent of hydrogen peroxide in water at room temperature for 24 h, 2,6-diiodophenol (2a) and 2-iodophenol (3) were isolated in yields of 21 and 49%, respectively.
Synthesis Reference(s)
The Journal of Organic Chemistry, 53, p. 5281, 1988
DOI: 10.1021/jo00257a014
General Description
Rapid palladium-catalyzed carbonylative cyclization reactions of 2-iodophenol with various alkyne under microwave irradiation using Mo(CO)
6 as the CO source has been investigated.
Purification Methods
Crystallise 2-iodophenol from CHCl3 or diethyl ether. The acetate has m 65-66o (from MeOH). [Beilstein 6 H 208, 6 II 198, 6 III 774, 6 IV 1074.]
