Trisamine is the organic compound
Organic compound
An organic compound is any member of a large class of gaseous, liquid, or solid chemical compounds whose molecules contain carbon. For historical reasons discussed below, a few types of carbon-containing compounds such as carbides, carbonates, simple oxides of carbon, and cyanides, as well as the...

 with the formula
Chemical formula
A chemical formula or molecular formula is a way of expressing information about the atoms that constitute a particular chemical compound....

 N(CH2CH2NH2)3. This colourless liquid is soluble in water and is highly basic, consisting of a tertiary amine center and three pendant primary amine groups. Abbreviated "tren," it is the archetypal tripodal ligand of interest in coordination chemistry.

Coordination chemistry

Tren is a tripodal, tetradentate chelating ligand that forms stable complexes with transition metals, especially those in the 2+ and 3+ oxidation states. Tren complexes exist with relatively few isomers, reflecting the constrained connectivity of this tetramine. Thus, only a single achiral stereoisomer exists for [Co(tren)X2]+, where X is halide or pseudohalide. In contrast, for [Co(trien)X2]+ five diastereoiomers are possible, four of which are chiral. In a few cases, tren serves as a tridentate ligand with one of the primary amine groups non-coordinated.

Related tripodal ligands

The permethylated derivative of tren is also well known. With the formula N(CH2CH2NMe2)3, "Me6tren," forms a variety of complexes but, unlike tren, does not stabilize Co(III). Related amino-triphosphines are also well developed, such as N(CH2CH2PPh2)3 (m.p. 101-102 °C). This species is prepared from the nitrogen mustard N(CH2CH2Cl)3
Trisamine is the organic compound with the formula N3. Often abbreviated HN3, it is a powerful blister agent and a nitrogen mustard gas used for chemical warfare. HN3 was the last of the nitrogen mustard agents developed...


The tripodal ligand of greatest commercial significance is nitrilotriacetate
Nitrilotriacetic acid
Nitrilotriacetic acid , C6H9NO6, is a polyamino carboxylic acid and is used as a chelating agent which forms coordination compounds with metal ions such as Ca2+, Cu2+ or Fe3+.The uses of NTA are similar to that of EDTA...

, N(CH2CO2-)3.

Organic chemistry

Tren is a common impurity in the more common triethylenetetramine ("trien"). As a trifunctional amine, tren forms a triisocyanate
Isocyanate is the functional group of elements –N=C=O , not to be confused with the cyanate functional group which is arranged as –O–C≡N or with isocyanide, R-N≡C. Any organic compound which contains an isocyanate group may also be referred to in brief as an isocyanate. An isocyanate may have more...

 when derivatized with COCl2
Phosgene is the chemical compound with the formula COCl2. This colorless gas gained infamy as a chemical weapon during World War I. It is also a valued industrial reagent and building block in synthesis of pharmaceuticals and other organic compounds. In low concentrations, its odor resembles...


Safety considerations

(NH2CH2CH2)3N, like other polyamines, is corrosive.
The source of this article is wikipedia, the free encyclopedia.  The text of this article is licensed under the GFDL.