Chemical Properties
Trans-2,5-Dimethylpiperazine, a white crystalline solid melting at 118° C., has shown particular promise as an intermediate for linear polyamides because of its symmetry. The cis isomer, a liquid freezing at about 18° C., probably has limited use in polymers but is expected to be useful as a pharmaceutical intermediate.
[2]
Uses
Trans-2,5-dimethylpiperazine is primarily as a monomer for synthesizing a specific polyamide polymer, which is then used as a material for reverse osmosis membranes.
[1]
Synthesis
In the presence of hydrogenation-dehydrogenation catalysts, isopropanolamine undergoes a bimolecular cycloamination reaction to form 2,5-dimethylpiperazine
[2]:
References
[1] L. CREDALI P. P A Chiolle. Reverse osmosis properties of poly(trans-2,5-dimethylpiperazine fumaramide) films[J]. Polymer, 1972, 13 10: Pages 503-506. DOI:
10.1016/0032-3861(72)90090-0.
[2] W. LANGDON D. J W Levis. 2,5-Dimethylpiperazine Synthesis from Isopropanolamine[J]. Industrial & Engineering Chemistry Process Design and Development, 1962, 64 1: 153-156. DOI:
10.1021/I260002A016.