Organic Chemistry I
Exploring the Structure and Reactivity of Organic Molecules

"Answers" to Problem Set 2

Since several people had difficulty with the problem set, I am making answers to the problem set available in the following pdf file:

probset2answers.pdf

 Please note:

These are only possible structures for the answers, not the only answers.  These are the ones I would use.  I have intentionally not provided explanations, because you cannot learn by memorizing my answers, you must be able to explain the problems in your own way. It is imperative that you construct your own understanding given the provided structures. 

A couple of important points:

In order to determine the strength of an acid look at the stability of its conjugate base by evaluating the stability of the electron density using the three rules:

  • Electronegativity of the atom on which electron density exists

  •  Delocalization of the resultant electron density using  resonance structures

  • Stabilization of the electron density via the inductive effect.

When determining how a molecule will react:

  • Determine all possibilities of reactivity.  Label all atoms with their inherent reactivity (electrophilic, nucleophilic, acidic or basic). 

  • Determine which atom is the most reactive of each of the four.

  • Look at the best nucleophile / electrophile reaction and best acid / base reaction and try to determine based on stability of products, which is most likely.

Make a list of all of your questions and we'll see you on monday.

 

 

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Last Updated 10/10/2003
Any Questions, Contact Darren Stoub