Memorize these as non aromatics whenever you see them!

[Dwight Beet Farm]

---

Members don't see this ad.

This show up most often in questions regarding aromaticity. Just in case you encounter it. It is conjugated cyclooctane and the pic I uploaded. Non cyclic non flat. Just my 2 cents!

Sorry for the confusion from my first post.

 

[510586]

Are you sure naphthalene is nonaromatic? I always treated it as aromatic and wiki said it was too. Not 100% sure

 

[Dwight Beet Farm]

Are you sure naphthalene is nonaromatic? I always treated it as aromatic and wiki said it was too. Not 100% sure

You are right! I meant to write another compound. I am still searching for its name. I just have a pic of it in my notes. Hold on. I will post it

 

[virtualmaster999]

Naphthalene is aromatic!

 

[510586]

You are right! I meant to write another compound. I am still searching for its name. I just have a pic of it in my notes. Hold on. I will post it

You scared me there, Dwight. But thanks for posting for everyone

 

[Dwight Beet Farm]

For everyone entering this thread and thinking that the pic I provided is nephthalene. It is NOT and my post is correct!

 

[cacajuate]

I have never even seen that compound through all my studies of the DAT.


Edit: it's over 7 c's, you should know that it's not planar, so can't be aromatic.

 

[510586]

I have never even seen that compound through all my studies of the DAT.


Edit: it's over 7 bonds, you should know that it's not planar, so can't be aromatic.

Things that are 14 pi electrons or more are usually planar though like annulenes right? My teacher taught it as 7 or less atoms in a ring or 14 or more

 

[CornHusker]

I had an organic chemistry professor that LOVED tricky problems. However, not even he would test us on aromatic rings larger than 8 carbons. The reason being, they are not easy to predict and there is no general rule for deciding whats aromatic like the smaller molecules with huckel's, because whether or not they are planar comes into play. That's why chad doesn't dive into this topic and why you and I haven't seen study problems addressing this.

My point is that I wouldn't worry too much about those larger rings. I would know the one in the picture though and naphthalene. Those are common enough to care about.

 

[510586]

I had an organic chemistry professor that LOVED tricky problems. However, not even he would test us on aromatic rings larger than 8 carbons. The reason being, they are not easy to predict and there is no general rule for deciding whats aromatic like the smaller molecules with huckel's, because whether or not they are planar comes into play. That's why chad doesn't dive into this topic and why you and I haven't seen study problems addressing this.

My point is that I wouldn't worry too much about those larger rings. I would know the one in the picture though and naphthalene. Those are common enough to care about.

Wait aren't annulenes aromatic rings above 8 carbons?

 

[cacajuate]

Wait aren't annulenes aromatic rings above 8 carbons?

Way beyond the scope of what you will see on DAT.

 

[510586]

Way beyond the scope of what you will see on DAT.

oh ok cool thanks