Effective Synthesis of Deuterated n-Octylamine and Its Analogues

• Published in: EPJ Web of conferences Vol. 286; p. 1004
• Main Authors: Akutsu-Suyama, Kazuhiro, Ueda, Misaki, Shibayama, Mitsuhiro, Ishii, Kosuke, Nishi, Naoya
• Format: Journal Article
• Language: English
• Published: EDP Sciences 2023
• ISSN: 2100-014X; 2100-014X
• DOI: 10.1051/epjconf/202328601004

In neutron scattering studies, deuterium-labelled compounds play a key role in controlling the contrast of organic samples and reducing the incoherent scattering background from the samples. As amine compounds play a vital role as functional molecules, we have developed a new synthesis method using an amide compound as a starting material to synthesize deuterated amines and their analogues. We determined the deuteration ratio of the obtained deuterated 1-octylamine by mass spectrometry, nuclear magnetic resonance (NMR), and neutron reflectometry techniques. As a result, the deuteration ratio was estimated to be ~60 %. The deuteration ratio of the synthesized 1-octylamine was not high because the method used did not deuterate its α -protons and NH 2 group. However, this synthesis method is suitable for the large-scale synthesis of deuterated amine compounds for neutron research because it is easy to increase the synthetic scale.