Added: 3 years ago
From: YourFormulaSheet
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  • Dear adplaya, cyclooctatetraene is not planar,so if u have already brocken rule 3,u cant use rules of 4n and 4n+2 pie e- aftrwards.

  • SO AWESOME. thank you!

  • Thanks! Soooo helpful :)

  • 3:00 lol!

  • Dear sister,

    Your channel is fantastic….You have done a great job…..keep it up……….Anyway I noticed several mistakes in this video……Nitrogen atom of the pyrrole molecule you are showing is not sp3 hybridized… It is sp2 hybridized….lone pair is on the p orbital. Other carbon atoms are also sp2 hybridized and in every atom, there is a side to side overlapping p orbital. So that means, the system is fully conjugated.

  • Lone pair in the nitrogen atom is in p orbital…so there are 6 pi electrons (4n+2). So pyrrole is aromatic….If you have time, please go through a standard organic chemistry text book….In all text books, you can find that pyrrole is being considered as a aromatic compound… Also you can understand this, if you try to write resonance structures for this compound. Pyridine compound is aromatic and you are correct at that point.

  • As you say it is basic and lone pair is in the sp2 hybridized orbital. Another thing I must say that, this 4n+2 and 4n rule is only applicable for the huckle system… There is another system called mobius system… In these systems, this rule is reversed…

    However, your channel is great…………

  • Hey this is great!! thank you! i love your soothing voice haha it makes chemistry pleasant.

  • This helped a lot!

  • AWESOME. thanks

  • Cyclooctatetraene is ANIT-AROMATIC. 4n=8 n=2

  • thank you

    you been helpful

  • thank you

    you been helpfull

  • Girl needs a fat nut from me to get her English straight

  • Thanks for the info, I needed a refresher for the MCAT and your info helped jump start my brain again! Dont listen to the haters.

  • u suck

  • u suck i dont like the way u explain and ur accent is so annoying ... u mafde me hate organic damn

  • I LOVE YOU! my professor makes this seem so hard!!!

  • Great vid, but I think the 8 membered ring becomes a boat because in a nonplanar conformation, it escapes from anti-aromaticity into non-aromaticity. This is very favorabl because anti-aromatic compounds are very unstable. The angle strain theory also sounds viable and because it's such a big molecule it can adopt the boat conformer. Smaller antiaromatic rings (3-6 atoms) are usually planar bc it's hard for them not to be planar.

  • Amikonjo- do u mean Prof Karen Phillips from Hunter??? She is an amazing professor.

  • thanks for this

  • @guiy16 sorry I haven't get time to go back to see what I said, but what you said here is correct.

  • Rules 2 and 3 are actually the same.

  • @JennyFarlopez Yes, they are the same. lol... some of my people don't know they are the same ... so I thought to make them as a rule. =p

  • If i'm not wrong, the N in pyrrole should be sp2 not sp3. It's sp2 hybridized holding two pi electrons in the p orbital which can be delocalized and hence complete the sextet of electrons required for aromaticity..

  • @newsftw did I say sp3? Yeah, it is sp2. Most people count sp3. If I did say sp3 then I am one of them, too. lol :)

  • THANK YOU SO MUCH

  • Thank you so much. You are a lot better than my boring Philips.

  • thank you

  • you make way more sense than my professor..THANK YOU!!! I understand it now..wooooooo

  • this was so helpful...thanks!

  • so angles bigger than 120 degrees will be too large for p orbital to overlap? so that would make cyclooctatetraene not planar? but what about cyclononatetraenyl cation?

    awesome vid and web. Luving it :D

  • Cyclooctatetrene has 135 degree on each p and we learn p orbital is more stable in 120 degree - it is not favorible to retain a planar structure. For Cyclononatetraenyl cation, it is planar.

  • This is very Good. Thanks. You should make more organic chemistry movies. You really made this simple to me. Bonus point for me on my test. another 98% on my test. thanks to you. ahhah

  • Very helpful thanks!

  • i like it. however i had a hard time understanding your voice. move the microphone further from your mouth and use better diction.

    thanks for the vid.

  • Nice Video!!!!!!!!!!!!!

    Could you do some mechanisms next time?!

  • Thank You for your comment!!!

    If you have any mechanism in mind, please share with me.

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