0
$\begingroup$

I want to convert the following Newman projection to a dash and wedge structure but the examples I've seen online are with simple molecules with methyl groups on the side.

enter image description here

I wanted to show the long chain of carbon atoms in the plain and put the enolate and ether functional groups on a dash/wedge.

I thought that both functional groups would be on a wedge from looking at the Newman projection but the lecture slide shows that only the ester is on a wedge and the enolate (which becomes OH after getting a H atom) is on a dash. Why is that?

$\endgroup$
1
  • $\begingroup$ May you use the Newman projection and a molecular kit (a manufacturer, no affiliation) to build the model? By the way, the structure currently depicted is not an enolate, for that the $\ce{C=C}$ double bond is missing. In addition to this, either Li enolate, or (protonated) carboxylic acid; the two very much likely are mutually exclusive by their $pK_a$. $\endgroup$
    – Buttonwood
    Sep 27 at 20:00

Your Answer

By clicking “Post Your Answer”, you agree to our terms of service, privacy policy and cookie policy

Browse other questions tagged or ask your own question.