Amines are derivatives of ammonia in which one or more of the protons have been replaced with alkyl or aryl groups.
Replacing one, two, or three hydrogens of NH3 gives primary (1st), secondary (2nd), and tertiary (3rd) amines respectively.
A primary amine has an NH2 group connected to an alkyl group.
IUPAC nomenclature offers two naming methods for amines, one depends on alkyl group complexity.
For simple alkyl groups, use the "alkylamine" method.
Identify alkyl substituent and add "amine" as suffix.
Aromatic amines, also called aryl amines, are generally named as derivative of aniline.
If all alkyl groups are rather simple in structure, then the groups are listed in alphabetical order.
The prefixes "di" and "tri" are used if the same alkyl group appears more than once.
Preparation of amines can be done by nucleophilic displacements, alkylation of NH3, RNH2 and R2NH with RX, reduction of N-containing compounds, nitro compounds, nitriles, amides, oximes, azides, and reductive amination of carbonyl compounds.
Amines have three different substituents and an unshared pair of electrons, enantiomers cannot be resolved.
The lone pair of electrons on the N atom of amines accounts for their base strength and nucleophilicity, they abstract protons from water, react with Lewis’s acids, and attack electrophilic sites such as carbonyl carbon.
Primary amines form diazonium ion when reacted with nitrous acid.
Aromatic amines (ArNH2) are named as derivative of aniline.
Preparation of amines can be done by alkylation of imides, Gabriel synthesis of 1 amines, reduction of nitro compounds, nitriles, amides, oximes, azides, and reductive amination of carbonyl compounds.
The amine undergoes a very rapid nitrogen inversion like that for a carbonyl compound undergoing a sn2 reaction.
The general formula for primary, secondary, and tertiary amines is R-NH2, RR'NH, and R3N respectively.
Amines are organic compounds that contain nitrogen as part of an alkyl or aryl group.
Alkylammonium salts are formed when ammonia or amines react with strong acids.
Ammonium salts have a positive charge on the nitrogen atom due to its ability to accept a hydrogen bond.
Aliphatic amines have the general structure RNH2 where R represents an alkyl group.
Quaternary ammonium salts are formed when ammonia or amines react with strong bases.
Aromatic amines have the general structure ArNH2 where Ar represents an aromatic ring.
Primary amines (RNH2) have one N-C single bond and two H atoms attached to the nitrogen.
Ammonium salts have the general structure NHR4+X-. The cations are called quaternary ammonium ions.
Quaternary ammonium ions are used to make detergents because they do not form insoluble soap scum with calcium and magnesium ions found in hard water.
Primary amines have one hydrogen atom attached to the nitrogen atom.
Secondary amines (RR'NH) have two N-C single bonds and no H atoms attached to the nitrogen.
Primary amines (1°) have one alkyl substituent attached to the nitrogen atom.
Tertiary amines (RR'R''N) have three N-C single bonds and no H atoms attached to the nitrogen.
Secondary amines (2°) have two alkyl groups attached to the nitrogen atom.
Tertiary amines (3°) have three alkyl groups attached to the nitrogen atom.
Primary amines (RCH2NH2) can be prepared by reducing nitriles using catalytic hydrogenation over palladium/charcoal at room temperature.
Secondary amines (RC(=O)NR')2) can be prepared from ketones through reductive animation using ammonia or primary amines.
Primary, secondary, tertiary, and quaternary amines differ based on the number of carbon atoms attached to the nitrogen atom.
The physical properties of primary, secondary, and tertiary amines vary depending on their molecular weight and polarity.
Tertiary amines (R3N) can be prepared by dehydrating amino alcohols using phosphorus pentoxide or sulfuric acid.
Secondary amines (R2NH) have two N-C single bonds and one H atom attached to the nitrogen.
Secondary amines (NR2H) have one N-C double bond and three H atoms attached to the nitrogen.