Organic Chemistry Solutions: #22

22. For the names that are incorrect or ambiguous, explain why. For those that are correct, draw the structure.

A. 1,2-dibromocyclobutane

wrong: must specify cis or trans

B. trinitrotoluene

C. 3,3 dichlorobenzene

wrong: each carbon of benzene has three bonds in the ring and room for only one bond outside the ring!

D. 1-pentanone

wrong: if the carbonyl is on carbon #1 it’s an aldehyde, not a ketone!

E. diethylcarbonate

F. propanedial