Question
Question: What is the IUPAC name of acetylation product of \[anisole\]?...
What is the IUPAC name of acetylation product of anisole?
Solution
First step to solve the answer is to find the acetylation product of anisole. Then following the IUPAC rule name the product formed by this process. In acetylation an acetyl group is added to the aromatic ring.
Complete Answer:
The process where an acetyl group is added to a compound because of its replacement with that of an active hydrogen atom is called acetylation. An acetyl group is included in the organic compound, such a compound is termed as acetates or acetate esters. Acetyl group consists of carbonyl atoms or a carbon atom bonded in double pairs with oxygen or a methyl group on end.
Now that we know the acetylation process, we can determine the product.
When anisolereacts with acetyl chloride it yields a ketone product. This reaction takes place in the presence of a catalyst aluminium chloride, it first generates an electrophile which gets attached to a benzene ring to give a major product 4−methoxyacetophenone
In the reaction only major product is shown which is an ortho product. The alkoxy group is always an ortho-para directing in electrophilic aromatic substitution reactions.
The major product name is 4−methoxyacetophenone or 1−(4−methoxyphenyl)ethanone. Here the functional group is ketone, therefore the suffix −one. It is also known as Acetanisole which smells like butter or caramel and has a sweet and fruity smell.
Note:
There are many other examples of acetylation. One of them is acetylation of glucose where bond formation takes place between the extra electrons of nucleophilic oxygen with the acetyl group, which results in substitution of hydrogen atoms from phenol group.