
A bromophenol is any
organobromide 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 ...
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 ...
bromine
Bromine is a chemical element with the symbol Br and atomic number 35. It is the third-lightest element in group 17 of the periodic table (halogens) and is a volatile red-brown liquid at room temperature that evaporates readily to form a simil ...
atoms. There are five basic types of bromophenols (mono- to pentabromophenol) and 19 different bromophenols in total when positional isomerism is taken into account. Bromophenols 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
bromine
Bromine is a chemical element with the symbol Br and atomic number 35. It is the third-lightest element in group 17 of the periodic table (halogens) and is a volatile red-brown liquid at room temperature that evaporates readily to form a simil ...
.
List of bromophenols
There is a total of 19 bromophenols, corresponding to the different ways in which bromine 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.
Monobromrophenols have three isomers because there is only one bromine atom that can occupy one of three ring positions on the phenol molecule;
2-bromophenol, for example, is the isomer that has a bromine atom in the ''
ortho'' position.
Pentabromophenol, by contrast, has only one isomer because all five available ring positions on the phenol are fully brominated.
*
Monobromophenol The monobromophenols are chemical compounds consisting of phenol substituted with a bromine atom. There are three isomers, 2-bromophenol, 3-bromophenol, and 4-bromophenol.
See also
* Bromophenol
A bromophenol is any organobromide of phenol t ...
(3 positional isomers)
**
2-Bromophenol
**
3-Bromophenol
**
4-Bromophenol
*
Dibromophenol Dibromophenols form a group of aromatic chemical compounds which are both phenols and bromobenzenes. The structure consists of a benzene ring with an attached hydroxy group (-OH) and two bromine atoms (-Br) as substituents. There are six structural ...
(6 positional isomers)
**
2,3-Dibromophenol
**
2,4-Dibromophenol
**
2,5-Dibromophenol
**
2,6-Dibromophenol
**
3,4-Dibromophenol
**
3,5-Dibromophenol
*
Tribromophenol
2,4,6-Tribromophenol (TBP) is a brominated derivative of phenol. It is used as a fungicide, as a wood preservative, and an intermediate in the preparation of flame retardants.
Production
Although natural TBP has been identified in ocean sedi ...
(6 positional isomers)
**
2,3,4-Tribromophenol
**
2,3,5-Tribromophenol
**
2,3,6-Tribromophenol
**
2,4,5-Tribromophenol
**
2,4,6-Tribromophenol
**
3,4,5-Tribromophenol
*
Tetrabromophenol (3 positional isomers)
**
2,3,4,5-Tetrabromophenol
**
2,3,4,6-Tetrabromophenol
**
2,3,5,6-Tetrabromophenol
*
Pentabromophenol (1 positional isomer)
See also
*
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 i ...
*
Iodophenol
An iodophenol is any organoiodide of phenol that contains one or more covalently bonded iodine atoms. There are five basic types of iodophenols (mono- to pentaiodophenol) and 19 different iodophenols in total when positional isomerism is taken into ...
References
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Bromoarenes
Phenols