Basic Organic Nomenclature
5. Functional Groups
Note: since the suffix (-amine) has an initial vowel, the terminal -e of the alkane name is dropped before the suffix is added, even if a locant is placed immediately before the suffix.
One other point about amines: replacing the H atoms in the -NH2 group with other carbon groups does not significantly change the chemistry of the compounds (it is the strong C-N bond and the nitrogen lone pair of electrons which are mainly responsible for the chemistry). Consequently compounds with one, two or three carbon groups attached to nitrogen are all classified as amines. Historically, the designation primary, secondary, and tertiary amine has refered to the number of carbon atoms connected to the nitrogen. Take care to distinguish between a secondary amine (two carbons attached to nitrogen) and secondary alkanol (the OH group is attached to a carbon which itself is attached to two other carbons.
Finally, there are a number of acceptable ways of naming amines. The one given here is the one I prefer.
Examples : Primary Amines
* Because the suffix here is -diamine which starts with a consonant, the terminal -e of the alkane name is retained.
Examples : Secondary AminesThe longest chain of carbons takes the root name (alkanamine) and the other chain becomes a substituent with the locant N (italicised). The N is considered to be a lower locant than numerical locants, and so is placed ahead of them.
Examples : Tertiary AminesThe longest chain of carbons takes the root name (alkanamine) and the other chains become a substituents with the locant N (italicised). The N is considered to be a lower locant than numerical locants, and so is placed ahead of them.
Self Assignment Questions
Review Functional Groups with Prefix or Suffix I Introduction.
Next page : Alkanols.
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