Navigation Links


Amines are organic compounds containing nitrogen as the key atom in the amine functional group. Amines have structures resembling ammonia, where one or more hydrogen atoms are replaced by alkyl groups or other groups where the nitrogen is bonded to a carbon atom in the group (groups symbolized by R below). However, if any of the carbons bonded to the nitrogen is part of a carbonyl group, then the compound is considered an amide rather than an amine.

See the Category:Amines for a list of types of amine and some real examples of this class of chemical.

As shown in the following pictures, if only one the hydrogens in ammonia is replaced by a carbon based group, then it is a primary amine. If two of the hydrogens are replaced by two carbon based groups, then it is a secondary amine. If all three hydrogens are replaced with three carbon based groups, then it is a tertiary amine. Note: the subscripts on the R groups are simply used to label these groups to differentiate them and show that they may be different (or they could be the same). However, the number subscripts on the H atoms show how many H atoms there are in that group.

Primary Amine:
Secondary Amine:
Tertiary Amine:


Lower amines are named with the suffix -amine.


Higher amines have the prefix amino as a functional group.

(or better: pent-2-yl-amine or pentane-2-amine)


Ions of compound Ka (conjugate acid)
Aniline C6H5-NH2 2.0·10-5 M
Ammonia NH3 5.6·10-10 M
Ethylene diamine NH2-CH2-CH2-NH2 1.3·10-10 M
Butylamine CH3-CH2-CH2-CH2-NH2 0.15·10-10 M

Like ammonia, amines act as bases and are reasonably strong (see table for examples of conjugate acid Ka values). The nitrogen atom has a lone electron pair available which can accept a H+ ion to bond to the nitrogen forming a positive substituted ammonium ion. The pairs of dots on the N atoms in the chemical reactions shown in this article represent the lone electron pairs on the nitrogens in the amines. These lone pairs also contribute to the solubility of simple amines due to hydrogen bonding between water molecules and the lone electron pairs.

Also, a halogenoalkane can react with an amine to form a corresponding alkyl-substituted amine, with the release of a halogen acid.

If the reacting amine is a tertiary amine in such a reaction, then a positive quaternary ammonium cation will be formed along with a negative halide ion.

These sort of paired ion compounds are called quaternary ammonium salts. The X shown in the above reactions can also be some other leaving group forming a corresponding acid or anion.

Because inversion of the three substituent groups bonded to the nitrogen of an amine around the nitrogen's lone electron pair is usually possible, the nitrogen in the amine functional group will usually not be a chiral center.

The volatile amines often have fishy smells.


primary amines are firstly produced due to the Gabriel Synthesis.


    • Dissolving secondary and tertiary amines using strong acids like HI, HBr, or HCl does not lead to a lower grade amine and an alkylhalide, hence the nitrogen-group is not a preferred leaving group.
    • Because they are basic, amines can neutralize carboxylic acids to form the corresponding substituted ammonium carboxylate salts. Upon heating to 200o C, these salts will dehydrate to form amides, if the initial amine was primary or secondary.
    • Derivatives of carboxylic acids, such as acyl chlorides, can react with primary or secondary amines to form amides.

Aromatic amines

Aromatic amines are amines in which the nitrogen is connected to an aromatic ring as in anilines. The aromatic ring strongly decreases the basicity of the amine, depending on its substituents.

See also


(Date:8/19/2014)... Some infants born with neonatal abstinence syndrome ... more difficult time going through withdrawal than others, ... While genetic and epigenetic (when genes are turned ... as potential factors, researchers at Boston University School ... conducted a first of its kind study to ...
(Date:8/19/2014)... students in college biology and other science courses ... quantitative ways, and now they have a new ... the Life Sciences," published this month by Princeton ... Institute for Mathematical and Biological Synthesis (NIMBioS), teaches ... can be used to explore and explain biological ...
(Date:8/19/2014)... of UTSA researchers has been awarded a nearly $40,000 ... Training (NCPTT), an office of the National Park Service ... will fund a one-year study of the energy efficiency ... homes in hot, humid climates. , Radiant barriers are ... that reflect heat back, thereby reducing the amount of ...
Breaking Biology News(10 mins):In-utero methadone, Subutex exposure could alter gene expression, cause severe Neonatal Abstience Syndrome 2New textbook introduces undergraduates to mathematics for the life sciences 2UTSA researcher awarded $38K+ to evaluate energy efficiency options for historic homes 2UTSA researcher awarded $38K+ to evaluate energy efficiency options for historic homes 3
... certain disease mechanisms, illness progression and response to new ... such as nematodes, fruit flies or zebra fish. ... of many individual animals to detect mutants worthy of ... system that uses artificial intelligence and cutting-edge image processing ...
... scientists at the University of California, Berkeley, provide a clearer ... change, and where they go. One study, published ... Biology , finds that changes in precipitation have been underappreciated ... normal range. In the other study, published today (Wednesday, Aug. ...
... Mich. --- Two new species of owls have been discovered ... a key role in confirming their existence. The ... Forktail, the Journal of Asian Ornithology , took years to ... paper,s lead author Pam Rasmussen, MSU assistant professor of zoology ...
Cached Biology News:Artificial intelligence helps detect subtle differences in mutant worms 2Artificial intelligence helps detect subtle differences in mutant worms 3Artificial intelligence helps detect subtle differences in mutant worms 4Studies shed light on why species stay or go in response to climate change 2Studies shed light on why species stay or go in response to climate change 3Studies shed light on why species stay or go in response to climate change 42 new owls discovered in the Philippines 2
Other biology definitionOther Tags