1032-95-7Relevant academic research and scientific papers
Pulse Radiolysis and 77 K Matrix γ Irradiation of Dimethyl Truxinates and trans-Methyl Cinnamate in 2-Methyltetrahydrofuran
Takamuku, Setsuo,Kigawa, Hitoshi,Suematsu, Hiroyuki,Toki, Susumu,Tsumori, Kunihiko,Sakurai, Hiroshi
, p. 1861 - 1865 (1982)
One-electron reduction of dimethyl μ-truxinate (μ-DMT), dimethyl β-truxinate (β-DMT), and dimethyl α-truxillate (α-DMT) has been investigated by pulse radiolysis and 77 K matrix γ irradiation of the 2-methyltetrahydrofuran solutions.Cycloreversion of the radical anions formed by an electron attachment to these cyclobutanes was observed in all cases, even at 77 K.The orientation of the cycloreversion was dependent on the stereochemistry of the cyclobutanes, and the selectivity was reasonably explained by a so-called cis effect; the best possible release of steric hindrance decides the primary step of the reaction.In 77 K matrix γ irradiation of α-DMT, an intense IR absorption was found after the photobleaching of trapped electrons with light >690 nm.In other DMTs, the IR absorption band was not observed while the cycloreversion of DMT by mobile electrons occurred.Thus, the IR band in the case of α-DMT was assigned to an associated dimer anion due to the interaction between the radical anion and the neutral molecule pair of trans-methyl cinnamate originally formed by the cycloreversion of α-DMT.The dimer anion was presumed to be oriented in a head-to-tail structure in a solvent cage on the basis of the original configuration of α-DMT.
Impact of Stereo- And Regiochemistry on Energetic Materials
Barton, Lisa M.,Edwards, Jacob T.,Johnson, Eric C.,Bukowski, Eric J.,Sausa, Rosario C.,Byrd, Edward F. C.,Orlicki, Joshua A.,Sabatini, Jesse J.,Baran, Phil S.
supporting information, p. 12531 - 12535 (2019/08/26)
The synthesis, physical properties, and calculated performances of six stereo- and regioisomeric cyclobutane nitric ester materials are described. While the calculated performances of these isomers, as expected, were similar, their physical properties were found to be extremely different. By alteration of the stereo- and regiochemistry, complete tunability in the form of low- or high-melting solids, stand-alone melt-castable explosives, melt-castable explosive eutectic compounds, and liquid propellant materials was obtained. This demonstrates that theoretical calculations should not be the main factor in driving the design of new materials and that stereo- and regiochemistry matter in the design of compounds of potential relevance to energetic formulators.
CAGE-SHAPED CYCLOBUTANOIC DIANHYDRIDES AND PROCESS FOR PRODUCTION THEREOF
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Page/Page column 18-19, (2008/06/13)
A process which comprises reacting a 1,2,3,4-cyclobutanetetracarboxylic-1,2:3,4-dianhydride [1] with an alcohol [2] in the presence of an acid catalyst to obtain a compound [3], isomerizing the compound [3] with a base catalyst into a compound [4], reacting the compound [4] with an organic acid to obtain a compound [5], and reacting the compound [5] with a dehydrating agent to obtain a 1,2,3,4-cyclobutanetetracarboxylic-1,3:2,4-dianhydride: wherein R1 and R2 are each independently hydrogen, halogeno, alkyl of 1 to 10 carbon atoms, halogenated alkyl of 1 to 10 carbon atoms, cycloalkyl of 3 to 8 carbon atoms, phenyl, or cyano; and R3 is alkyl of 1 to 10 carbon atoms.
cis,trans,cis- and trans,trans,trans-1,2,3,4-Tetravinylcyclobutane - Preparation and Some Spectroscopic Properties
Gleiter, Rolf,Haider, Rudolf,Gubernator, Klaus,Bischof, Peter
, p. 2983 - 2993 (2007/10/02)
The title compounds 1 and 2 are prepared using standard procedures.The He(I) PE spectra of 1 and 2 show strong interaction (β = - 1.9 eV) between vinyl groups and the four-membered ring.The through space interaction between the vinyl groups is found to be minute.
