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Synthesis of 14 C‐labeled octahydro‐1,3,5,7‐tetranitro‐1,3,5,7‐tetrazocine (HMX)
Author(s) -
Huang ChiYu,
Mah Robert A.,
Que Hee Shane S.
Publication year - 1998
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/(sici)1099-1344(199805)41:5<377::aid-jlcr85>3.0.co;2-l
Subject(s) - chemistry , hexamethylenetetramine , yield (engineering) , ammonium hydroxide , high performance liquid chromatography , nuclear chemistry , boron trifluoride , formaldehyde , hydroxide , explosive material , radiochemistry , catalysis , chromatography , organic chemistry , materials science , metallurgy
The 14 C‐uniformly labeled (UL) explosive, octahydro‐1,3,5,7,‐tetranitro‐1,3,5,7‐tetrazocine (HMX) was synthesized in 40% yield by nitrolysis of 14 C‐labeled hexamethylenetetramine (hexamine) in the presence of boron trifluoride diethyl etherate as catalyst. The labeled hexamine was synthesized in 77% yield from 14 C‐labeled formaldehyde and ammonium hydroxide. The specific activity of 14 C‐labeled HMX was 0.24 mCi/mmol, a total of 58 μCi was prepared. The radiochemical purity of the labeled substance was 95% by HPLC‐Liquid scintillation counting and 98% HPLC‐UV at 232 nm. © 1998 John Wiley & Sons, Ltd.