exam_3_f06_key - First Three Letters of Last Name: TA Name:...

Info iconThis preview shows pages 1–3. Sign up to view the full content.

View Full Document Right Arrow Icon
First Three Letters of Last Name: TA Name: Hour Exam #3 5.13 Fall 2006 Organic Chemistry II November 15, 2006 Name______________________________________________________________ Signature___________________________________________________________ ID#________________________________________________________________ 1. Make sure your exam has 9 numbered pages plus a periodic table. 2. Write your initials on each page. 3. Look over the entire exam before you begin to familiarize yourself with its length. Do what you know first, then attempt the harder problems. 4. Show all of your work. Partial credit receives points! KEY
Background image of page 1

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
N N N H 3 C CH 3 CH 3 CH 3 CH 3 H N N H 3 C CH 3 N N H 3 C CH 3 H + H + H conjugate acid not formed 1 2 3 4 O Me O O Me Cl O Me S CH 3 O Me The Sp3 Nitrogen is actually Sp2. The lone pair on nitrogen is in a P orbital &can delocalize into the pyridine ring. The lone pair of electrons on the Nitrogen atom in the ring are orthogonal to the ring & cannot delocalize .Those electrons are more available for bonding and more basic. 2. (4 pts) Rank the following molecules in order of electrophilicty(1= most electrophilic ) 1. (4 pts) When N,N-dimethylaminopyridine reacts with one equivalent of acid, the sp2 nitrogen becomes protonated.Why don't you see protonation at the sp3 nitrogen when you know that the more p character an orbital has, the more stable it is with a positive charge?
Background image of page 2
Image of page 3
This is the end of the preview. Sign up to access the rest of the document.

Page1 / 10

exam_3_f06_key - First Three Letters of Last Name: TA Name:...

This preview shows document pages 1 - 3. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online