How to Name a Compound with Multiple Functional Groups – Chemistry Steps

Naming a compound with more than one functional group is not as straightforward as it is for alkanes, alkyl halides or alkenes.

For example, how do you name a molecule that contains a nitrile and a ketone?

 

 

If these two were separate, we’d name them as a ketone and a nitrile, but how do you name it when the two functional groups are in one compound?

 

 

Here is the trick – you need to identify the functional group with the highest priority and add a suffix (ending) of that functional group. The other groups are treated as substituents and added to the name with prefixes:

 

 

Let’s break this down to see how it works.

Step 1. Determine the group with a higher priority using the functional group priority table below:

 

(I did need to dig in the IUPAC Blue Book for quite a while to clarify the priority of functional groups but also wanted to thank James at MOC for a helping post.)

 

This table should be very self-explanatory and following the strategies, will give you the knowledge to name alcohols, aldehydes, nitriles, ketones, esters, carboxylic acids, present with different combinations in complex molecules.

Going back to naming our compound:

The nitrile group stands higher than the ketone, therefore, the parent chain will take the suffix from the nitrile group. In this case, it is the same as the functional group name – nitrile. The longest chain contains six carbons, so the hexane changes to hexanenitrile:

 

 

Step 2. Treat the ketone as a substituent and remember those are added with a prefixoxo.

Step 3. Number the parent chain starting from the highest priority group and add the substituent(s) alphabetically:

 

 

It is also noteworthy that if there is a functional group suffix and a substituent, the functional group suffix gets the lowest possible number. For example, alcohols have higher priority than amines and therefore, when naming a compound containing these two functional groups, the alcohol is designated with a suffix and gets the lower number:

 

 

Functional Groups with No Priority

There are some groups that are not considered in the priority list – they are always substituents and get a prefix. In the final name, they are simply placed in alphabetical order.

These are mainly the halides, ethers, and nitro groups.

For example, the following hypothetical compound contains a halogen, an alcohol, an ether and a carboxylic acid:

 

 

The halogen and ether can only be substituents with the corresponding prefixes. The “chloro” prefix will go before “methoxy” simply because of the alphabetical order.

Between the acid and the alcohol, the former gets a priority and therefore, the parent chain takes a suffix “oic acid” and the alcohol takes a prefix “hydroxy”:

 

 

Below are some more examples of naming compound with more than one functional group and also links to practice problems for naming specific functional groups:

 

 

 

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