| IUPAC name
| Preferred IUPAC name
| Systematic IUPAC name
| Other names
Methyl phenyl ether
|Molar mass||108.14 g/mol|
|Melting point||−37 °C (−35 °F; 236 K)|
|Boiling point||154 °C (309 °F; 427 K)|
|0.171 g/ 100 ml (20 °C)|
|Solubility||Miscible in acetone, alcohols, ethers|
|Vapor pressure||3.54 mmHg (at 25 °C)|
|Safety data sheet||Sigma-Aldrich|
|Flash point||52 °C (125 °F; 325 K)|
|Lethal dose or concentration (LD, LC):|
LD50 (Median dose)
|3,700 mg/kg (rat, oral)|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Anisole or methoxybenzene, is an organic compound with the formula CH3OC6H5. It is used as a precursor in the production of perfumes and other pharmaceuticals.
Anisole undergoes electrophilic aromatic substitution reaction more quickly than does benzene, which in turn reacts more quickly than nitrobenzene. The methoxy group is an ortho/para directing group, which means that electrophilic substitution preferentially occurs at these three sites.
Anisole is a colorless or straw-colored liquid, with an odor reminiscent of anise, almost insoluble in water, but soluble in other organic solvents, like acetone or alcohols.
Anisole is sold by chemical suppliers, and can be bought online.
Anisole is best prepared via the Williamson ether synthesis, by reacting sodium phenoxide with methyl iodide.
- C6H5O−Na+ + CH3I → C6H5OCH3 + NaI
- Make perfumes
- Fragrant compound collection
- Synthesis of trinitroanisole
Anisole is relatively nontoxic with an LD50 of 3700 mg/kg in rats. It may be irritant to skin.
Anisole is best kept in closed glass bottles.
Should be strongly diluted in a more flammable solvent, like ethanol or acetone, then burned.