The use of trifluoroacetyl as an N- and O-protecting group during the synthesis of energetic compounds containing nitramine and/or nitrate ester groups

A J Bellamy, A MacCuish, P Golding, M F Mahon

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

N- and O-Trifluoroacetylation has been used to protect secondary amine groups and hydroxyl groups respectively under nitrolysis/nitration conditions. The trifluoroacetyl protecting group may be readily removed from the nitrated products by solvolysis under mild conditions. The energetic molecules that have been produced by this methodology include 2,6,8,12-tetranitro -and 2,4,6,8,12-pentanitro-2,4,6,8,10,12-hexaazaisowurtzitane, 2-hydroxymethyl-2-metbyl-1,3-dinitratopropane [2,2-bis(nitratomethyl)-propan-l-ol] and N-nitroazetidin-3-ol.
Original languageEnglish
Pages (from-to)20-31
Number of pages12
JournalPropellants, Explosives, Pyrotechnics
Volume32
Issue number1
DOIs
Publication statusPublished - 2007

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