Effective Synthesis of Deuterated n-Octylamine and Its Analogues

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...

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Main Authors: Akutsu-Suyama Kazuhiro, Ueda Misaki, Shibayama Mitsuhiro, Ishii Kosuke, Nishi Naoya
Format: Article
Language:English
Published: EDP Sciences 2023-01-01
Series:EPJ Web of Conferences
Online Access:https://www.epj-conferences.org/articles/epjconf/pdf/2023/12/epjconf_ecns2023_01004.pdf
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author Akutsu-Suyama Kazuhiro
Ueda Misaki
Shibayama Mitsuhiro
Ishii Kosuke
Nishi Naoya
author_facet Akutsu-Suyama Kazuhiro
Ueda Misaki
Shibayama Mitsuhiro
Ishii Kosuke
Nishi Naoya
author_sort Akutsu-Suyama Kazuhiro
collection DOAJ
description 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 NH2 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.
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spelling doaj.art-0ec7a1749cf04188be9b197a174bd1292023-10-17T08:54:29ZengEDP SciencesEPJ Web of Conferences2100-014X2023-01-012860100410.1051/epjconf/202328601004epjconf_ecns2023_01004Effective Synthesis of Deuterated n-Octylamine and Its AnaloguesAkutsu-Suyama Kazuhiro0Ueda Misaki1Shibayama Mitsuhiro2Ishii Kosuke3Nishi Naoya4Neutron Science and Technology Center, Comprehensive Research Organization for Science and SocietyNeutron Science and Technology Center, Comprehensive Research Organization for Science and SocietyNeutron Science and Technology Center, Comprehensive Research Organization for Science and SocietyDepartment of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto UniversityDepartment of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto UniversityIn 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 NH2 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.https://www.epj-conferences.org/articles/epjconf/pdf/2023/12/epjconf_ecns2023_01004.pdf
spellingShingle Akutsu-Suyama Kazuhiro
Ueda Misaki
Shibayama Mitsuhiro
Ishii Kosuke
Nishi Naoya
Effective Synthesis of Deuterated n-Octylamine and Its Analogues
EPJ Web of Conferences
title Effective Synthesis of Deuterated n-Octylamine and Its Analogues
title_full Effective Synthesis of Deuterated n-Octylamine and Its Analogues
title_fullStr Effective Synthesis of Deuterated n-Octylamine and Its Analogues
title_full_unstemmed Effective Synthesis of Deuterated n-Octylamine and Its Analogues
title_short Effective Synthesis of Deuterated n-Octylamine and Its Analogues
title_sort effective synthesis of deuterated n octylamine and its analogues
url https://www.epj-conferences.org/articles/epjconf/pdf/2023/12/epjconf_ecns2023_01004.pdf
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