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Anisole, or methoxybenzene, is an organic compound with the formula CH 3 OC 6 H 5. It is a colorless liquid with a smell reminiscent of anise seed, and in fact many of its derivatives are found in natural and artificial fragrances .
Usually phenol ethers are synthesized through the condensation of phenol and an organic alcohol; however, other known reactions regarding the synthesis of ethers can be applied to phenol ethers as well. Anisole (C 6 H 5 OCH 3) is the simplest phenol ether, and is a versatile precursor for perfumes and pharmaceuticals. [1]
The rest is produced by hydrolysis of chlorotoluenes or the related sulfonates. Another method entails methylation of phenol with methanol over a solid acid catalyst, often comprising magnesium oxide or alumina. Temperatures above 300 °C are typical. Anisole converts to cresols under these conditions. [5] [6]
Examples of DMG's are the methoxy group, a tertiary amine group and an amide group.The compound can be produced by directed lithiation of anisole. [2] Scheme 1. Directed ortho metalation. The general principle is outlined in scheme 1.
It is produced by nitration of 1,4-dichlorobenzene. It is a precursor to many derivatives of commercial interest. Hydrogenation gives 1,4-dichloroaniline. Nucleophiles displace the chloride adjacent to the nitro group: ammonia gives the aniline derivative, aqueous base gives the phenol derivative, and methoxide gives the anisole derivative ...
Phenol was first extracted from coal tar, but today is produced on a large scale (about 7 million tonnes a year) from petroleum-derived feedstocks. It is an important industrial commodity as a precursor to many materials and useful compounds. [8] It is primarily used to synthesize plastics and related materials.
In biochemistry, naturally occurring phenols are natural products containing at least one phenol functional group. [1] [2] [3] Phenolic compounds are produced by plants and microorganisms. [4] Organisms sometimes synthesize phenolic compounds in response to ecological pressures such as pathogen and insect attack, UV radiation and wounding. [5]
TCA is formed by the methylation of 2,4,6-trichlorophenol. [8] [7] More generally, it may be produced when naturally occurring airborne fungi and bacteria are presented with chlorinated phenolic compounds, which they then convert into chlorinated anisole derivatives. [9]