Navigation Links
Amine


Ammonia

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:
Contents

Naming

Lower amines are named with the suffix -amine.


Methylamine

Higher amines have the prefix amino as a functional group.


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

Properties

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.

Synthesis

primary amines are firstly produced due to the Gabriel Synthesis.

Reactions

    • 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:4/21/2015)... High crime rate, increasing ... access control systems market in Saudi Arabia ... published report by TechSci Research " Saudi Arabia Access Control ... systems market in Saudi Arabia ... control systems market in the Kingdom is growing at ...
(Date:4/20/2015)... -- The announcement comes as demand for ... (GRM), Ireland,s foremost records management company, ... up an impressive track record of clients within the first ... records management sector in Dubai . As ... and employ a further eight staff members at its Irish ...
(Date:4/14/2015)... 14, 2015  HYPR Corp. today announced it ... ) Alliance tm , an industry consortium transforming ... to share technology and collaborate to deliver open ... more secure and private, and easier to use. ... that protects sensitive user information and eliminates the ...
Breaking Biology News(10 mins):Saudi Arabia Access Control Systems Market to Touch USD1.2 Billion by 2020 Says TechSci Research 2Saudi Arabia Access Control Systems Market to Touch USD1.2 Billion by 2020 Says TechSci Research 3Glenbeigh Records Management Wins Contract With Dubai Islamic Bank 2Glenbeigh Records Management Wins Contract With Dubai Islamic Bank 3HYPR Corp. Joins the FIDO Alliance 2HYPR Corp. Joins the FIDO Alliance 3
... Today, the country,s leading health technology company, ... $15 million in new funding. This extension funding, led ... Ventures, brings Practice Fusion,s Series D funding to $85 ... million. The round was co-led by Longitude Capital, a ...
... (Dec. 9, 2013) For nearly half a century, ... ocular drug delivery that may someday replace eye drops, ... challenge. Researchers at Massachusetts Eye and Ear/Harvard Medical School ... Institute of Technology are one step closer to an ...
... gene that drives the development of tumours in over one ... time that the gene CUX1 has been broadly linked to ... deactivated, a biological pathway is activated that increases tumour growth. ... in the clinic and are in development thus highlighting a ...
Cached Biology News:Practice Fusion Raises Additional $15M to Close Year of Exponential Platform Growth 2Practice Fusion Raises Additional $15M to Close Year of Exponential Platform Growth 3Innovative drug-dispensing contact lens delivers glaucoma medication continuously for a month 2Gene promotes 1 in 100 of tumors 2
Other biology definitionOther Tags