Diamine

A diamine is an amine with exactly two amino groups. Diamines are used as monomers to prepare polyamides, polyimides, and polyureas. The term diamine refers mostly to primary diamines, as those are the most reactive. In terms of quantities produced, 1,6-diaminohexane (a precursor to Nylon 6-6) is most important, followed by ethylenediamine. Vicinal diamines (1,2-diamines) are a structural motif in many biological compounds and are used as ligands in coordination chemistry. 1 carbon: methylenediamine (diaminomethane) of theoretical interest only 2 carbons: ethylenediamine (1,2-diaminoethane). Related derivatives include the N-alkylated compounds, 1,1-dimethylethylenediamine, 1,2-dimethylethylenediamine, ethambutol, tetrakis(dimethylamino)ethylene, TMEDA. File:Ethylene_diamine.png|Ethylenediamine 3 carbons: 1,3-diaminopropane (propane-1,3-diamine) 4 carbons: putrescine (butane-1,4-diamine) 5 carbons: cadaverine (pentane-1,5-diamine) File:Pentane-1,5-diamine 200.svg|[[Cadaverine]] 6 carbons: hexamethylenediamine (hexane-1,6-diamine), trimethylhexamethylenediamine Derivatives of ethylenediamine are prominent: 1,2-diaminopropane, which is chiral. diphenylethylenediamine, two diastereomers, one of which is C2-symmetric. 1,2-diaminocyclohexane, two diastereomers, one of which is C2-symmetric. 1,4-Diazacycloheptane File:DACH.png|1,4-Diazacycloheptane Xylylenediamines are classified as alkylamines since the amine is not directly attached to an aromatic ring. o-xylylenediamine or OXD m-xylylenediamine or MXD p-xylylenediamine or PXD Three phenylenediamines are known: o-phenylenediamine or OPD m-phenylenediamine or MPD p-phenylenediamine or PPD. 2,5-diaminotoluene is related to PPD but contains a methyl group on the ring. File:P-phenylenediamine.svg|p-phenylenediamine Various N-methylated derivatives of the phenylenediamines are known: dimethyl-4-phenylenediamine, a reagent. N,N'-di-2-butyl-1,4-phenylenediamine, an antioxidant. Examples with two aromatic rings include derivatives of biphenyl and naphthalene: 4,4'-diaminobi