Cis,cis-1,3,5-Triaminocyclohexane

cis,cis-1,3,5-Triaminocyclohexane
Names
Preferred IUPAC name
(1s,3s,5s)-Cyclohexane-1,3,5-triamine
Other names
TACH; cis,cis-Cyclohexane-1,3,5-triamine
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C6H15N3/c7-4-1-5(8)3-6(9)2-4/h4-6H,1-3,7-9H2/t4-,5+,6-
    Key: UYAUGHKQCCCFDK-FPFOFBBKSA-N
  • C1[C@@H](C[C@@H](C[C@@H]1N)N)N
Properties
C6H15N3
Molar mass 129.207 g·mol−1
Appearance Colorless liquid
Boiling point 285 °C (545 °F; 558 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

cis,cis-1,3,5-Triaminocyclohexane is an organic compound with the formula (CH2CHNH2)3. It is a triamine. Of the many isomers possible for triaminocyclohexane, the cis,cis-1,3,5-derivative has attracted attention because it is a common tripodal ligand, abbreviated as tach. It is a colorless oil. It is a popular tridentate ligand in coordination chemistry.

It is prepared from the triscarbamate of cyclohexane. The latter is generated via the Curtius rearrangement starting from cyclohexanetricarboxylic acid.