Iodophenol
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An iodophenol is any
organoiodide Organoiodine compounds are organic compounds that contain one or more carbon– iodine bonds. They occur widely in organic chemistry, but are relatively rare in nature. The thyroxine hormones are organoiodine compounds that are required for h ...
of
phenol Phenol (also called carbolic acid) is an aromatic organic compound with the molecular formula . It is a white crystalline solid that is volatile. The molecule consists of a phenyl group () bonded to a hydroxy group (). Mildly acidic, it req ...
that contains one or more
covalently bonded A covalent bond is a chemical bond that involves the sharing of electrons to form electron pairs between atoms. These electron pairs are known as shared pairs or bonding pairs. The stable balance of attractive and repulsive forces between atoms ...
iodine Iodine is a chemical element with the symbol I and atomic number 53. The heaviest of the stable halogens, it exists as a semi-lustrous, non-metallic solid at standard conditions that melts to form a deep violet liquid at , and boils to a vi ...
atoms. There are five basic types of iodophenols (mono- to pentaiodophenol) and 19 different iodophenols in total when positional isomerism is taken into account. Iodophenols are produced by
electrophilic halogenation In organic chemistry, an electrophilic aromatic halogenation is a type of electrophilic aromatic substitution. This organic reaction is typical of aromatic compounds and a very useful method for adding substituents to an aromatic system. : A few ...
of phenol with
iodine Iodine is a chemical element with the symbol I and atomic number 53. The heaviest of the stable halogens, it exists as a semi-lustrous, non-metallic solid at standard conditions that melts to form a deep violet liquid at , and boils to a vi ...
.


List of iodophenols

There is a total of 19 iodophenols, corresponding to the different ways in which iodine atoms can be attached to the five carbon atoms in the benzene ring of the phenol molecule, excluding the carbon atom to which the hydroxy group is attached. Monoiodophenols have three isomers because there is only one iodine atom that can occupy one of three ring positions on the phenol molecule;
2-iodophenol 2-Iodophenol (''o''-iodophenol) is an aromatic organic compound with the formula IC6H4OH. It is a pale yellow solid that melts near room temperature. It undergoes a variety of coupling reactions in which the iodine substituent is replaced by a ne ...
, for example, is the isomer that has an iodine atom in the '' ortho'' position. Pentaiodophenol, by contrast, has only one isomer because all five available ring positions on the phenol are fully iodinated. * Monoiodophenol (3 positional isomers) **
2-Iodophenol 2-Iodophenol (''o''-iodophenol) is an aromatic organic compound with the formula IC6H4OH. It is a pale yellow solid that melts near room temperature. It undergoes a variety of coupling reactions in which the iodine substituent is replaced by a ne ...
** 3-Iodophenol **
4-Iodophenol 4-Iodophenol (''p''-iodophenol) is an aromatic organic compound. A colorless solid, it is one of three monoiodophenols. 4-Iodophenol undergoes a variety of coupling reactions in which the iodine substituent is replaced by a new carbon group ''para ...
* Diiodophenol (6 positional isomers) ** 2,3-Diiodophenol ** 2,4-Diiodophenol ** 2,5-Diiodophenol ** 2,6-Diiodophenol ** 3,4-Diiodophenol ** 3,5-Diiodophenol * Triiodophenol (6 positional isomers) ** 2,3,4-Triiodophenol ** 2,3,5-Triiodophenol ** 2,3,6-Triiodophenol ** 2,4,5-Triiodophenol ** 2,4,6-Triiodophenol ** 3,4,5-Triiodophenol * Tetraiodophenol (3 positional isomers) ** 2,3,4,5-Tetraiodophenol ** 2,3,4,6-Tetraiodophenol ** 2,3,5,6-Tetraiodophenol * Pentaiodophenol (1 positional isomer)


See also

*
Bromophenol A bromophenol is any organobromide of phenol that contains one or more covalently bonded bromine atoms. There are five basic types of bromophenols (mono- to pentabromophenol) and 19 different bromophenols in total when positional isomerism is take ...
*
Chlorophenol A chlorophenol is any organochloride of phenol that contains one or more covalently bonded chlorine atoms. There are five basic types of chlorophenols (mono- to pentachlorophenol) and 19 different chlorophenols in total when positional isomerism is ...


References

{{Authority control Iodoarenes Phenols