scholarly journals Nitrogen- and Sulfur-Containing Energetic Compounds. 64 Years of Fascinating Chemistry

2019 ◽  
Vol 72 (8) ◽  
pp. 585 ◽  
Author(s):  
Curt Wentrup

This essay details the author’s work with high-energy molecules based on sulfur or nitrogen, or both, which started with amateur rocket propellants like zinc dust and sulfur followed by experiments with the highly sensitive compounds nitrogen trichloride and fulminating gold. Research on the inorganic and organic fulminates and the isomeric cyanates led to detailed investigations of reactive intermediates generated by flash vacuum pyrolysis or photolysis, in particular nitrenes and carbenes derived from azides, diazo compounds, triazoles, and tetrazoles and characterized in low temperature matrices.


ChemInform ◽  
2010 ◽  
Vol 30 (27) ◽  
pp. no-no
Author(s):  
Koichi Imamura ◽  
Daigo Hirayama ◽  
Hitoshi Yoshimura ◽  
Kazuo Takimiya ◽  
Yoshio Aso ◽  
...  


Nanomaterials ◽  
2021 ◽  
Vol 11 (11) ◽  
pp. 3033
Author(s):  
Hong-Gang Zhang ◽  
Ya-Qi Zhuo ◽  
Xiao-Min Zhang ◽  
Leng Zhang ◽  
Piao-Yang Xu ◽  
...  

The flash vacuum pyrolysis (FVP) technique is useful for preparing curved polycyclic aromatic compounds (PAHs) and caged nanocarbon molecules, such as the well-known corannulene and fullerene C60. However, the operating temperature of the traditional FVP apparatus is limited to ~1250 °C, which is not sufficient to overcome the high energy barriers of some reactions. Herein, we report an ultrahigh-temperature FVP (UT-FVP) apparatus with a controllable operating temperature of up to 2500 °C to synthesize fullerene C60 from a nonaromatic single carbon reactant, i.e., chloroform, at 1350 °C or above. Fullerene C60 cannot be obtained from CHCl3 using the traditional FVP apparatus because of the limitation of the reaction temperature. The significant improvements in the UT-FVP apparatus, compared to the traditional FVP apparatus, were the replacement of the quartz tube with a graphite tube and the direct heating of the graphite tube by impedance heating instead of indirect heating of the quartz tube using an electric furnace. Because of the higher temperature range, UT-FVP can not only synthesize fullerene C60 from single carbon nonaromatic reactants but sublimate some high-molecular-weight compounds to synthesize larger curved PAHs in the future.



Author(s):  
J. Drabowicz ◽  
P. Kiełbasiński ◽  
M. Mikołajczyk




1999 ◽  
Vol 40 (14) ◽  
pp. 2789-2792 ◽  
Author(s):  
Koichi Imamura ◽  
Daigo Hirayama ◽  
Hitoshi Yoshimura ◽  
Kazuo Takimiya ◽  
Yoshio Aso ◽  
...  


2008 ◽  
Vol 86 (2) ◽  
pp. 119-123 ◽  
Author(s):  
Kirill A Kolmakov ◽  
A Jerry Kresge

Investigating the synthetic accessibility of o-thioquinone methide precursors containing electron donating groups, we prepared four methyl- and methoxy-substituted 2H-benzo[b]thiete derivatives by means of flash vacuum pyrolysis of the corresponding benzooxathiinone species. Methyl- and methoxy-substituted substrates proved to be compatible with the pyrolysis protocol. The pyrolysis can be performed at considerably lower temperatures and with higher yields than in previously reported syntheses of nonsubstituted 2H-benzo[b]thiete. Under proper conditions the reaction products can be isolated in excellent yields and with 100% purity, so the troublesome purification of temperature sensitive and volatile 2H-benzo[b]thiete derivatives becomes unnecessary. The sulfur-containing compounds so obtained are efficient o-thioquinone methide precursors and possible synthones for heterocyclic chemistry.Key words: 2H-benzo[b]thietes, flash vacuum pyrolysis, methyl-substituted, methoxy-substituted, o-thioquinone methide precursors.



1995 ◽  
Vol 48 (2) ◽  
pp. 241 ◽  
Author(s):  
RN Warrener ◽  
GM Elsey ◽  
IG Pitt ◽  
RA Russell

N-Methylmaleimide-fused cyclobutadiene (15) and its 1,2-dimethyl derivative (41) have been generated by zinc/titanium tetrachloride treatment of the vicinal dibromide (39) and (24) respectively. Prior epoxidations of (24) and (39) produce mixtures of dibromo epoxides which yield the related N-methylmaleimide-fused Dewar furans (16) and (17) upon similar debromination (Zn/TiCl4). None of these reactive intermediates is sufficiently stable for direct observation, but each was trapped in adduct form by Diels-Alder reaction with furan. Attempts to form fused Dewar furan (17) by flash vacuum pyrolysis of the furan adduct (34) led to the production of the isomeric furo [3,4-c] pyrrole (43), the structure of which was confirmed by separate synthesis. Stereochemical assignments have been made to most adducts, and AM1 calculations have been used to predict the stereoselectivities and facial selectivities in these cycloaddition reactions. Reaction of these Dewar furans with cyclopentadienones produced propellanes which were decarbonylated to their respective cyclohexadienes and used as photosubstrates for the generation of oxiren or dimethyloxiren . Attempts to trap oxiren, generated by photolysis of propellane (12), with isobenzofuran were unsuccessful.



2017 ◽  
Author(s):  
Curt Wentrup ◽  
Horst Briehl

Flash vacuum pyrolysis (FVP) of 5-azido-1-aryltetrazoles results in triple N<sub>2</sub> elimination and formation of aryl isocyanides RNC, which rearrange in part to aroylnitriles RCN under the reaction conditions. Similar FVP of 5-azido-1-arenesulfonyltetrazoles generates a compound absorbing in the IR spectrum (77 K) at 2090 cm<sup>-1 </sup>and assigned the structure of arenesulfonyl isocyanide, ArSO<sub>2</sub>NC <b>11</b>. FVP at temperatures above 600 <sup>o</sup>C results in progressively more nitrile ArSO<sub>2</sub>CN <b>12</b>. Compound <b>11</b> also disappears on warming above -80 <sup>o</sup>C



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