Archive for the 'Problem Sets' Category

Trick Questions from Orgo

Posted by Paul on 27th November 2006

Part of the fun of being a teaching assistant is getting to mess with undergrads’ heads. It’s more fun when the undergrads are pre-meds, and even more fun when they’re in the middle of their hardest course, organic chemistry. I was cleaning up my hard drive and came across three of my favorite trick questions, shown below. For best results, use them on exams rather than practice tests or problem sets.

1. Draw all resonance structures for deprotonated benzene (I).
Deprotonated Benzene Resonance Forms
2. Between II and III, which molecule has the larger dipole moment?
Allene Dipole Moment Question
3. Show the products of the following three reactions assuming that one equivalent of methylmagnesium bromide is used in each:
Trick Grignard Questions
Answers after the jump…

 

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