Everything about Anisole totally explained
Anisole, also known as
methoxybenzene, is a
colorless
liquid with a
smell similar to that of
anise seed, and can be quite naseauting. Anisole is more
electron rich than
benzene because of the
resonance effect of the
methoxy group upon the aromatic ring. This resonance effect has a greater effect upon the
pi cloud of the ring than the
inductive effect where the
electronegative oxygen exerts a pull on the electron density in the
benzene ring through the
sigma bond.
Anisole reacts with
electrophiles in the
electrophilic aromatic substitution reaction more quickly than
benzene, which in turn reacts more quickly than
nitrobenzene.
Rate of reaction:
» Anisole > Benzene > Nitrobenzene
The methoxy group acts as an
ortho/
para directing group.
Anisole is used in
perfumery and
chemical syntheses, and is an
insect pheromone.
Anisole reacts with
acetic anhydride to give 4-methoxyacetophenone and
acetic acid as a byproduct. The reaction of anisole with P
4S
10 forms
Lawesson's reagent an important chemical in
phosphorus-
sulfur chemistry.
Further Information
Get more info on 'Anisole'.
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