What functional groups are in saccharin?

1 Answer
May 29, 2015

There is only one functional group in saccharine — a carboxylic sulfonimide (highlighted with color in the image below). The chemical name of saccharin is benzoic sulfimide.

The structure of saccharin is

https://eu.fotolia.com/id/38266560

The #"NH"# group looks like an amine, but it isn't, because it is attached to a carbonyl group.

That makes it an amide: #"RCONH"_2#.

On the other side, the #"NH"# is attached to a sulfonyl group.

That makes it a sulfonamide: #"RSO"_2"NH"_2"#.

If there had been two carbonyl groups on either side, we would have an imide: #"RCONHCOR"#.

An imide is the nitrogen analogue of an anhydride.

If there had been two sulfonyl groups on either side, we would have a sulfonimide: #"RSO"_2"NHSO"_2"R"#.

AS it is, we have a carbonyl group on one side and a sulfonyl group on the other: #"RCONHSO"_2"R"#.

We would have to call this half-and-half group a carboxylic sulfonimide.