![]() Notice, from the last two examples, that the substituents are listed in alphabetical order regardless of whether they are connected to the nitrogen or to the parent chain. This emphasizes that they are bonded to the nitrogen rather than to a carbon: The parent chain is the longest chain bonded to the amine, and the other groups are named as substituents connected to the nitrogen and preceded by an “ N” (in italics). If the secondary or a tertiary amine has more than one type of alkyl group, then it is named as a primary amine. When the alkyl groups are identical, they are listed with a prefix “ di” or “ tri” and the compound is named just like what we have seen in the common names. There are two case-scenarios here – all the alkyl groups connected to the nitrogen are the same and not all the alkyl groups are the same. Again, the full list of this can be found here. And for the alcohol, it is “ hydroxy” and “ ol”. So, remember the suffix and prefix of the amino group “ amine” and “ amino” respectively. This also indicates that we need to start numbering the carbon chain from the OH group: When the compound contains a functional group(s) that have higher priority than the amino group, then it is represented by a prefix “amino”.įor example, if we put an alcohol and amine on the periphery of a carbon chain, the alcohol gets the priority, therefore it is assigned with a suffix, while the amine is assigned a prefix (like the alkyl substitutes). Naming a Compound Where the Amino group is Not the Highest Priority Also, if there is a double, the E and Z configuration should be addressed when applicable: If the NH 2 group is connected to a chiral center, you will also need to include the absolute configuration at the beginning of the name. The amino group has a higher priority than alkyl groups and halides, and therefore, changes the numbering of the parent chain: The parent chain is chosen such that it is the longest carbon chain containing the carbon atom connected to the NH 2 group even if there is a longer chain without the NH 2 group: How to Name a Compound with Multiple Functional Groups The list of functional group priorities can be found in this post: Let’s consider a few more examples demonstrating the priority of the amino group over other functional groups such as alkyls, halides, and multiple bonds. When other groups are present on the ring, it is numbered clockwise or counterclockwise depending on which direction gives the next substituent the lower number: This rule always puts the NH 2 group at C1, therefore, the “1” is usually omitted from the name: Notice that when the amine is connected to a ring, we start numbering from the carbon connected to the NH 2 group. The alkyl group is added to the suffix “ amine” forming a single word: In common names, we treat the carbon chain as an alkyl group bonded to the nitrogen atom. ![]() Step 4. Put everything together having the substituents in alphabetical order.įor example, butan e changes to butan-1- amine, cyclohexan e to cyclohexan amine: Step 3. Number the parent chain giving the amine the lowest locant Step 1. Identify the longest carbon chain bonded to the amine nitrogen. This is the brief summary of naming a primary amine: ![]() Naming amines by the systematic nomenclature follows the same rules we discussed earlier for the IUPAC nomenclature rules for alkanes. In general, amines can be named either by systematic or common names. Replacing one hydrogen of ammonia with an alkyl group forms an amine with a general formula of R-NH 2:ĭepending on the number of alkyl groups are connected to the nitrogen, we have primary, secondary, and tertiary amines: Before going into the details of naming amines, let’s first recall what they are and how they are classified.Īmines are the derivatives of ammonia (remember NH 3 from General chemistry). ![]()
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