7378-10-1Relevant academic research and scientific papers
New Photometabolites of Endrin
Dureja, P.,Walia, S.,Mukerjee, S. K.
, p. 898 - 899 (2007/10/02)
Photolysis of endrin (1) for longer duration (24 hr) in acetone yields three new metabolites formed by further loss of one chlorine atom from positions-11 (syn and anti) and 9 of initially produced photoendrin (2).Their structures (7-9) are based on spectroscopic evidences reported.
Apparent carbon-carbon bond cleavage in an epoxide. 2,3,4,5,6-Hexachloro-12-oxopentacyclo8,11.03,10.05,9>tridecane; a minor product from the acid treatment of endrin
ApSimon, John W.,Yamasaki, Kazu,Fruchier, Alain,Chau, Alfred S.,Huber, Carol P.
, p. 501 - 508 (2007/10/02)
The treatment of endrin (1) with sulfuric acid produces ketoendrin 2 from 6 to 8percent of another product that we show to be 2,3,4,4,5,6-hexachloro-12-oxapentacyclo8,11.03,10.05,9>tridecane 3, based initially on spectral evidence and confirmed by a single crystal X-ray diffraction study.The formation of 3 involves an apparent and unusual carbon-carbon single bond cleavage in an epoxide accompanied by cycloaddition to a proximate carbon-carbon double bond.This transformation probably proceeds by the route outlined in ref. 1.Some of the observed nmr parameters of 3 are discussed in the light of its structure and a comparison is made with the observed spectra for endrin (1).
An Unexpected Intramolecular Photoreaction of a Hexachlorooctahydrodimethanonaphthaline
Parlar, H.,Inanici, Y.
, p. 125 - 126 (2007/10/02)
Photoreactions of 1,2,3,4,10,10-hexachloro-6,7-epoxy-1,4,4a,5,6,7,8,8a-octahydro-1,4-endo,endo-5,8-dimethano-naphthaline (1) were studied in acetone with wavelengths above 290 nm.With the help of column chromatography an unusual isomerisation product (4) could be isolated, whose structure was established by spectral data obtained by mass spectrometry infrared spectroscopy, 1H and 13C nuclear magnetic resonance measurements. - Keywords: Photochemistry, Isomerisation Reactions, Hexachlorooctahydrodimethanonaphthalines
Formation of Homologous Bird-Cage Molecules. Strain ans Transannular Effects
Dong, Dao Cong,Edward, John T.
, p. 2395 - 2399 (2007/10/02)
The three endo-endo dienes 3 (n = 1-3) were prepared by Diels-Alder reaction of 1,2,3,4,7,7-hexachloronorborna-1,5-diene with the cyclic dienes 2 (n = 1-3).The reactivity of the dienes 3 in forming the cage compounds 4 under the influence of bromine or UV light decreased with n from 1 to 3.The same effect of n on reactivity was shown in formation of the half-cage ketones 7 (n = 1-3) from the epoxides 6 (n = 1-3) and of the cage alcohols 9 (n = 1-3) from the ketones 7 (n = 1-3).An explanation based on the effect of n on the difference in strain energy of products and reactants is advanced.
