0
$\begingroup$

I have the following question from my Organic Chemistry textbook:

I'm asked to convert the following line diagram into a Newman Projection.

enter image description here

The arrow pointing to the carbon signifies "looking down the carbon".

My logic was the following:

At the carbon that is being pointed at by the arrow, there are 3 bonds to other carbons, all of which are in the same plane due to the absence of any 'dashed lines' or 'solid wedges' that would indicate otherwise.

I then concluded that the geometry of that carbon is trigonal planar and that it has a lone pair, since all the bonds to other carbons are in the same plane.

However, drawing a Newman Projection for an atom with trigonal planar geometry proves to be impossible.

I'm not sure how to go about converting this line diagram into a Newman projection.

How can I do so?

Thank you.

$\endgroup$
  • $\begingroup$ You don't have a realistic structural formula to begin with. It should have had some wedge/dash information, but it is lost. $\endgroup$ – Ivan Neretin Oct 10 '18 at 5:02
  • $\begingroup$ Your assumption about the geometry of the arrowed carbon is wrong: it isn't trigonal planar. In structure pictures like this you need to add missing hydrogens to give each carbon its normal compliment. $\endgroup$ – matt_black Oct 10 '18 at 11:58
-1
$\begingroup$

conversion of sawhorse and newnam projectionthis is how you can convert the str.s into each other. It should have had some wedge/dash or sawhorse information... for the conversion.

$\endgroup$

Your Answer

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

Not the answer you're looking for? Browse other questions tagged or ask your own question.