- Source: Iodotoluene
Iodotoluenes are aryl iodides based on toluene in which at least one aromatic hydrogen atom is replaced with an iodine atom. They have the general formula C7H8–nIn, where n = 1–5 is the number of iodine atoms.
Monoiodotoluene
Monoiodotoluenes are iodotoluenes containing one iodine atom. There are three isomers, each with the formula C7H7I.
= Properties
=The isomers differ in the location of the iodine, but have the same chemical formula.
Benzyl iodide is an isomer, which has a iodine substituted for one of the hydrogens of toluene's methyl group, and it is sometimes named α-bromoiodine.
Preparation
A laboratory route to o- and p-iodotoluene proceeds from toluene, which is treated with a mixture of iodine and nitric acid in an electrophilic aromatic substitution. The resulting mixture of o and p-iodotoluene is then separated by fractional freezing; cooling the mixture in an ice bath results in solidification of p-iodotoluene, which can then be isolated by filtration, while the o-iodotoluene remains behind as a liquid.
Uses
Iodotoluenes are precursors to many organic building blocks. For example, the methyl group of o-iodotoluene and p-iodotoluene may be oxidized using potassium permanganate to form 2-iodobenzoic acid and 4-iodobenzoic acid, respectively.
See also
Chlorotoluene
Bromotoluene
References
Kata Kunci Pencarian:
- Iodotoluene
- Bromotoluene
- Chlorotoluene
- 4-Iodobenzoic acid
- Halobenzene
- C7H7I
- List of compounds with carbon number 7
- Benzyl iodide
- Negishi coupling
