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Synthesis and Properties of Energetic 1,2,4‐Oxadiazoles
Author(s) -
Wang Zuoquan,
Zhang Hong,
Jabeen Farukh,
GopinathanPillai Girinath,
Arami Justin A.,
Killian Benjamin J.,
Stiegler Kelcie D.,
Yudewitz Dalia S.,
Thiemann Pauline L.,
Turk Jessica D.,
Zhou Wenfeng,
Steel Peter J.,
Hall C. Dennis,
Katritzky Alan R.
Publication year - 2015
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201501056
Subject(s) - chemistry , gas pycnometer , detonation , detonation velocity , combustion , standard enthalpy of formation , aryl , thermal decomposition , organic chemistry , analytical chemistry (journal) , helium , alkyl , explosive material
The synthesis and characterization of a series of 3,5‐di‐aryl‐1,2,4‐oxadiazoles are reported and the effects of nitro groups in the aromatic rings on the experimental heats of decomposition (Δ H d ) and heats of combustion (Δ H c ) are evaluated. Heats of formation (Δ H f ) and densities ( ρ ) were calculated and correlations between Δ H d and Δ H f were assessed for these compounds. Experimental determination of ρ (by gas pycnometry) on a selection of the compounds led to the calculation of detonation velocity ( V D ), detonation pressure ( P D ) and specific impulse ( I SP ) parameters by the Explo 5 program. An X‐ray analysis of compound ( 4i ) confirmed the structure and showed a crystal density (at 120 K) close to that determined by gas pycnometry.