Part 8: STRUCTURE DETERMINATION
The question was set up to try to lead
you through the 9 possible constitutional isomers (formerly referred to
as structural isomers) of C3H6O, IHD = 1.
Note that since it asked for structural isomers, the stereoisomers (E /
Z, R / S) were not considered acceptable.
The isomers and names are shown below.
The equilibrium process that interconverts propanone to 2-propenol and
propanal to 1-propenol is TAUTOMERISATION.
The nmr X was that of oxacyclobutane.
The nmr Y was that of propanal. Note the aldehyde H at 9.7ppm
and
the classic ethyl group coupling pattern (quartet & triplet).
The only compound with a chiral center is propylene oxide (marked *
below)