ChemInform Abstract: SYNTHESIS AND SOME REACTIONS OF E‐ AND Z‐ISOMERS OF 1,1,3,4‐TETRACHLORO‐1,3‐BUTADIENE

Abstract

Die Dechlorierung des Hexachlorbutens (I) liefert ein Gemisch der Diene (II) und (III).

Chemistry of polyhalogenated nitrobutadienes, 19: synthesis of new types of compounds modulating the biological activity of type I Interferons (IFN-I).

“…Dimerization of trichloroethene (1) with benzoyl peroxide resulted in butene 2, the dechlorination of which with zinc dust led to butadiene 3. 10 Bromination of 3 with subsequent dehydrobromination of dibromo adduct 4 gave bromodiene 5. Electrophilic vinylic nitration of 5 provided ARKAT USA, Inc nitrodiene 6 as a mixture of Z-and E-isomers (32:68).…”

“…Polyhalonitrobutadienes are valuable precursors for highly functionalized acyclic or (hetero)cyclic compounds. 1,3 Especially perchloro-2-nitrobutadiene (13) has often served as a starting material of choice, due to its enhanced reactivity in SNVin processes. 1,4 Thus, applying selective and mild reaction conditions, this diene enables 'click' chemistry type syntheses.…”

“…9 In the present paper, we mainly focus on recent progress in the syntheses of acyclic and heterocyclic derivatives of polyhalonitroalkenes that modulate the biological activity of IFN-Is. We have used four polyhalonitroalkenes as starting materials for this work: perchloro-2-nitrobutadiene (13), 1-bromotetrachloro-3-nitrobuta-1,3-diene (6) as a mixture of two isomers, perchloro-1-nitrobutadiene (11) as single isomer (Z-or E-), and trichloronitroethene (23) (Figure 1).…”

Environmental Analysis by ab Initio Quantum Mechanical Computation and Gas Chromatography/Fourier Transform Infrared Spectrometry

“…15,16 Partial spectra for the 3200-1500-cm -1 region were reported for two other TCBDs. 17 In addition, chemical standards were not available to measure the IR reference spectra which were not reported in the literature. Because the chlorobutadienes are frequently reported in environmental samples, 18,19 as a result of their extensive use as polymer monomers and fungicides, 20 and because of the problems obtaining standard chlorobutadiene spectra, a computational approach was tried.…”

“…This sediment was contaminated with four isomeric trichloro-, seven tetrachloro-, and three pentachlorobutadienes. While the IR reference spectra of the pentachlorobutadienes have been reported, only one of nine trichlorobutadiene spectra has been reported, and only two of nine complete tetrachlorobutadiene (TCBD) spectra were available. , Partial spectra for the 3200−1500-cm -1 region were reported for two other TCBDs . In addition, chemical standards were not available to measure the IR reference spectra which were not reported in the literature.…”