u/neko_pan

Hi Folks,

This was a question from our last exam, which I got correct but I was close to selecting letter A.

Here is my thinking:
The lone pairs on B and D are not contributing to aromaticity and are therefore free to act as a source of electrons, this makes them more basic so we can eliminate these two options. Same situation for option A I guess, right?

The lone pair on C is contributing to aromaticity on this molecule, and is less available as a source of electrons (less available to act as a base).

What if we compared A to C and asked which is more acidic? Would C be more acidic because the conjugate base has resonance stabilization and option A does not?

Okay, thanks for your help!

Hi Folks,

Can someone look at these arrows and make sure this is correct. For clarification all of my arrows start from a pi bond. The first arrow starts from the pi bond between carbons 1 and 2 on the diene and goes to carbon 6. The second arrow starts from the pi bond between carbons 5 and 6 on the dienophile and goes to carbon 4. The third arrow starts from the pi bond between arrows 3 and 4 of the diene and goes to the sigma bond between carbons 2 and 3.

Okay thank you! Exam is Monday and we will lose a points for arrow pushing errors.

Hi folks. Does this look correct? I’m a bit lost on how the pentane ring should look.

Hi Folks,

Can someone help me understand why the carbon in the red circle is not a stereocenter? Thanks so much!