22117-86-8Relevant academic research and scientific papers
Synthesis of -Linoleic acid and its Use to Confirm the Pathway to 12-Oxophytodienoic acid (12-oxoPDA) in Plants: A Conspectus of the Epoxycarbonium Ion Derived Family of Metabolites from Linoleic and Linolenic Acid Hydroperoxides
Crombie, Leslie,Morgan, David O.
, p. 581 - 587 (2007/10/02)
Using acetylene methodology, a synthesis of -octadeca-9(Z),12(Z),15(Z)-trienoic acid is described.The isotopically marked acid is used to distinguish decisively between two possible pathways for the formation of 12-oxophtytodienoic acid (12-oxoPDA) by flax enzyme preparation in plants: (a) a route via antarafacial ring closure of a zwitterion derived from an allene epoxide (no loss of 14,14-2H2) and (b) a pathway resembling the accepted mammalian prostaglandin biosynthesis (loss of one 14-2H).Pathways to metabolic products formed in Nature from linoleic and linolenic acid are summarised in Scheme 3.The entry species is considered to be the epoxy-carbonium ion.Loss of a proton leads to an allene-epoxide from which are formed the α-ketol, the γ-ketol and 12-oxoPDA.A second group of products (colneleic and colnelenic acid, a hemiacetal, its corresponding aldehydes and an epoxy alcohol) are not formed via the allene-epoxide.The epoxy-carbonium ion can be trapped as an epoxy alcohol or rearranged via a vinyl-oxonium ion with capture by water to form a hemiacetal.Alternatively, loss of a proton from the epoxy-carbonium ion or vinyl-oxonium ion leads to colneleic and colnelenic acid.
High-Field NMR Determination of Magnetic Susceptibility Tensors and Angular Correlation Factors of Halomethanes
Bothner-By, A. A.,Dadok, J.,Mishra, P. K.,Zijl, P. C. M. Van
, p. 4180 - 4184 (2007/10/02)
Quadropolar splittings in the high resolution deuteron spectra of deuterated haloforms (CX3(2)H, X=Cl, Br, I) and methylene halides (CX2H(2)H) have been measured at 14.35 T (93.5 MHz) and used to determine the anisotropy or asymmetry of their molecular magnetic susceptibility tensors.By combination with the known isotropic susceptibilities, the principal susceptibility tensors have been deduced and decomposed into bond susceptibility tensors.Neither the average susceptibilities nor the principal susceptibility tensor elements of the complete halomethane series follow Pascal's additivity rules.The phenomenon is tentatively attributed to a variable paramagnetic contribution perpendicular to the X-bond.Angular correlation Kirkwood g2 factors have been determined for CHCl3 and CHBr3 and are compared with available literature data.
