From: [lamon t g] at [u.washington.edu] Newsgroups: alt.drugs Subject: Re: acid myth, question about chiral centers Date: 23 Jul 1993 23:48:33 GMT [d--in--s] at [cs.tamu.edu] (David J Vinas) writes: >Through some of my research, I found that when LSD is synthesized, an >isotype is produced which is a mirror image of the LSD structure. >This isotope (forgot the name, sorry) produces no psychoactive effect, >but it does produce muscle cramps, as well as other discomfort >(sometimes nausea). do you have a good reference to this? this has been hypothesized for a long time as being responsible for the cramps. that would explain why LSD is thought to "break down into strychnine", since it would simply be breaking down into the optical isomer. also, i'd be careful about calling the optical isomer a "mirror image". what it is, is that you've got a carbon atom with four different chains attatched to it, and there are two different ways of arranging these chains ("chains" isn't correct terminology, hopefully someone will correct me). if you arrange them tetrahedrally, one arrangement will be one isomer, and the other arrangement can be created by swapping two of the corners on the tetrahedron. LSD has two chiral centers, and therefore 2 * 2 = 4 different optical isomers. now, i know of the following names for the optical isomers of LSD. does anyone know which of these are equivalent, and as a bonus, what the physical configuration is for them? d-LSD, l-LSD, dl-LSD, ld-LSD, iso-LSD, d-iso-LSD, l-iso-LSD.