Synthesis of 4-Nitroisoxazole-Based Energetic Materials
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 1, 2025
A
set
of
novel
biheterocyclic
energetic
materials
incorporating
the
4-nitroisoxazole
scaffold
was
synthesized.
Thus,
prepared
species
demonstrated
excellent
thermal
stability
(181–244
°C),
good
densities
(1.71–1.74
g·cm–3),
and
detonation
velocities
(7.6–8.3
km
s–1),
while
retaining
insensitivity
to
friction.
To
best
our
knowledge,
this
is
first
example
an
incorporation
into
structure
high-energy
materials.
Language: Английский
Exploring the energetic potential of 2,5-disubstituted tetrazoles: a case of 2,5-bis(oxadiazolyl)tetrazoles
Vera A. Sereda,
No information about this author
Ekaterina V. Dubasova,
No information about this author
Ivan V. Ananyev
No information about this author
et al.
Dalton Transactions,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 1, 2025
The
preparation
of
new
energetic
materials
comprising
the
poorly
explored
2,5-disubstituted
tetrazole
scaffold
as
a
central
structural
motif
coupled
with
oxadiazole
rings
is
reported.
Language: Английский
Low-sensitivity energetic material based on 1,2,4-oxadiazole
Gan Jin,
No information about this author
Caijin Lei,
No information about this author
Jie Tang
No information about this author
et al.
FirePhysChem,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Aug. 1, 2024
In
this
work,
a
new
series
of
monocyclic
compounds
based
on
1,2,4-oxadiazol-5(4H)-one
was
synthesized.
The
molecular
structure,
thermal
stability
and
sensitivity
to
external
stimuli
for
these
were
characterized
by
X-ray
diffraction
analysis,
NMR
(1H
13C)
spectroscopy,
IR
differential
scanning
calorimetry
(DSC)
the
standard
BAM
method.
Compound
3-((2,2,2-trinitroethyl)
amino)-1,2,4-oxadiazol
(3)
with
trinitromethyl
exhibits
higher
decomposition
temperature
(Td
=
143°C)
than
that
3-(dinitromethyl)-1,2,4-oxadiazol-5-one
(4)
76°C)
reported
in
literature.
addition,
compound
3
lower
impact
sensitivities
(IS)
(IS
10
J)
4,
N3-(2,2,2-Trinitroethyl)-1,2,4-oxadiazole-3,5-diamine
(5)
RDX
(4:
6
J;
5:
RDX:
7.4
J).
Charge
distribution
Hirshfeld
surface
calculated
make
further
research
intermolecular
interaction
trinitromethyl.
difference
is
mainly
due
existence
hydrogen
bonds.
These
results
indicate
has
promising
application
prospects
as
energetic
material.
Language: Английский
Current trends in organic chemistry: contribution of the N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences
Russian Chemical Bulletin,
Journal Year:
2024,
Volume and Issue:
73(9), P. 2423 - 2532
Published: Sept. 1, 2024
Language: Английский
Tandem diazotization/cyclization approach for the synthesis of a fused 1,2,3-triazinone-furazan/furoxan heterocyclic system
Beilstein Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
20, P. 2342 - 2348
Published: Sept. 16, 2024
A
straightforward
protocol
for
the
synthesis
of
a
previously
unknown
[1,2,5]oxadiazolo[3,4-
d
][1,2,3]triazin-7(6
H
)-one
heterocyclic
system
was
developed.
The
described
approach
is
based
on
tandem
diazotization/azo
coupling
reactions
(1,2,5-oxadiazolyl)carboxamide
derivatives
bearing
both
aromatic
and
aliphatic
substituents.
NO-donor
ability
synthesized
furoxano[3,4-
)-ones
additionally
evaluated.
elaborated
method
provides
access
to
novel
nitrogen
compounds
with
potential
applications
as
drug
candidates
or
thermostable
components
functional
organic
materials.
Language: Английский
First Alliance of Pyrazole and Furoxan Leading to High-Performance Energetic Materials
ACS Applied Materials & Interfaces,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Sept. 25, 2024
Nitrogen
heterocyclic
scaffolds
retain
their
leading
position
as
valuable
building
blocks
in
material
science,
particularly
for
the
design
of
small-molecule
energetic
materials.
However,
search
more
balanced
combinations
directly
linked
cores
is
far
from
being
exhausted
and
aims
to
reach
ideally
high-energy
substances.
Herein,
we
present
synthetic
route
novel
pyrazole-furoxan
framework
enriched
with
nitro
groups
demonstrate
a
promising
set
properties,
viz.,
good
thermal
stability,
acceptable
mechanical
sensitivity,
high
detonation
performance.
In-depth
crystal
analysis
showed
that
isomers
having
lower-impact
sensitivity
values
both
types
regioisomeric
pairs
are
those
exocyclic
furoxan
oxygen
atom
closer
pyrazole
ring.
Owing
favorable
combination
densities
(1.83-1.93
g
cm
Language: Английский
Molecular structure of 3-cyano-4-azido-1,2,5-oxadiazole 2-oxide studied by means of gas electron diffraction and quantum chemical calculations
Structural Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Nov. 4, 2024
Language: Английский
Azobis(polynitrophenyl-1,2,5-oxadiazoles) as Heat-Resistant Friction-Insensitive Energetic Materials
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Dec. 13, 2024
The
evolution
of
energetic
materials
science
presents
new
challenging
tasks
associated
with
the
creation
advanced
technologies
for
sustainable
development
future.
In
this
work,
a
set
heat-resistant
high-energy
incorporating
polynitrophenyl-1,2,5-oxadiazole
scaffold
enriched
azo/azoxy
moieties
have
been
designed
and
synthesized.
Due
to
smart
combination
explosophoric
groups
1,2,5-oxadiazole
rings,
prepared
substances
excellent
thermal
stability
(up
300
°C),
good
densities
1.75
g
cm–3),
high
enthalpies
formation
(340–538
kJ
mol–1),
combined
nitrogen–oxygen
content
(63–68%).
In-depth
structural
analysis
revealed
presence
strong
intra-
intermolecular
hydrogen
bonds
in
aminodinitrophenyl
derivatives,
which
small
deviation
electrostatic
potential
values
explains
low
mechanical
sensitivity
these
materials.
At
same
time,
trinitrophenyl-1,2,5-oxadiazoles
three
adjacent
non-coplanar
nitro
demonstrated
higher
impact,
albeit
retaining
complete
insensitivity
friction.
overall
performance
thus
exceeds
that
known
explosive
hexanitrostilbene.
Therefore,
newly
synthesized
family
polynitrophenyl-1,2,5-oxadiazoles
provides
fruitful
foundation
Language: Английский