Example
In planning the synthesis of phenylacetic acid, two synthons are identified: a nucleophilic "-COOH" group, and an electrophilic "PhCH2+" group. Of course, both synthons do not exist per se; synthetic equivalents corresponding to the synthons are reacted to produce the desired reactant. In this case, the cyanide anion is the synthetic equivalent for the -COOH synthon, while benzyl bromide is the synthetic equivalent for the benzyl synthon.
The synthesis of phenylacetic acid determined by retrosynthetic analysis is thus:
- PhCH2Br + NaCN → PhCH2CN + NaBr
- PhCH2CN + 2 H2O → PhCH2COOH + NH3
- C2 synthons - acetylene, acetaldehyde
- -C2H4OH synthon - ethylene oxide
- carbocation synthons - alkyl halides
- carbanion synthons - Grignard reagents, organolithiums, substituted acetylides
Read more about this topic: Synthon
Famous quotes containing the word example:
“Our intellect is not the most subtle, the most powerful, the most appropriate, instrument for revealing the truth. It is life that, little by little, example by example, permits us to see that what is most important to our heart, or to our mind, is learned not by reasoning but through other agencies. Then it is that the intellect, observing their superiority, abdicates its control to them upon reasoned grounds and agrees to become their collaborator and lackey.”
—Marcel Proust (1871–1922)