Synthesis and Initiation Capabilities of Energetic Diazodinitrophenols | Zendy

Izsák Dániel | Zendy; Klapötke Thomas M. | Zendy; Preimesser Andreas | Zendy; Stierstorfer Jörg | Zendy

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Synthesis and Initiation Capabilities of Energetic Diazodinitrophenols

Author(s) -

Izsák Dániel,

Klapötke Thomas M.,

Preimesser Andreas,

Stierstorfer Jörg

Publication year - 2016

Publication title -

zeitschrift für anorganische und allgemeine chemie

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.354

H-Index - 66

eISSN - 1521-3749

pISSN - 0044-2313

DOI - 10.1002/zaac.201500703

Subject(s) - nitration , diazo , 2,4 dinitrophenol , phenylene , elemental analysis , chemistry , dinitrophenol , selectivity , medicinal chemistry , nuclear chemistry , organic chemistry , polymer , biochemistry , catalysis

The diazophenols 3‐amino‐6‐diazo‐2, 4‐dinitrophenol ( 4 ) and 3‐chloro‐6‐diazo‐2, 5‐dinitrophenol ( 8 ) were synthesized and comprehensively characterized. The regio‐selectivity of nitration reactions with N , N ′‐(1, 4‐phenylene)dimethanesulfonamide ( 1 ) and N , N ′‐(1, 4‐phenylene)diacetamide ( 6 ) was investigated in detail. The purity of the products was confirmed via low temperature X‐ray diffraction, multinuclear NMR spectroscopy, and elemental analysis. Moreover, the capability of 4 and 8 to initiate RDX (1, 3, 5‐trinitro‐1, 3, 5‐triazinane) was tested, together with the two other recently presented diazophenols 4‐diazo‐2, 6‐dinitrophenol ( iso ‐DDNP ) and 3‐hydroxy‐ DDNP ( HODDNP ). The tests revealed superior properties of HODDNP compared to DDNP and the other tested diazophenols regarding its ability to initiate RDX .

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