Aromatic Question, Dat destroyer #76

[RalphMouth]

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Why is the carbon in answer B with the electron pair sp3 hybridized?

I thought the lone pair can contribute to resonance, thus placing it in p-orbital, making the compound aromatic.

I also remember chad's videos saying that the first lone pair counts as pi electrons.

Enclosed a horrible picture

 

[mh0000]

the carbon on the top of the depiction is sp3 and "breaks" aromaticity.

 

[mh0000]

also... it's likely that the carbon with the lone pair of electrons would exhibit properties of sp2 hybridization. This would still afford a conjugated system that is more stable (but not aromatic)

 

[needzmoar]

Enclosed a horrible picture

lollllllll you can use something like this next time and take a screen shot

http://www.emolecules.com/

 

[RalphMouth]

Ah, thanks I was too busy looking at the electron pair carbon. Was kind of obvious after you explained it. Thanks

 

[mh0000]

lollllllll you can use something like this next time and take a screen shot

http://www.emolecules.com/

ahh, very cool

 

[jwnichols21]

Ah, thanks I was too busy looking at the electron pair carbon. Was kind of obvious after you explained it. Thanks

As was I sir, as was I. Once again SDN to the rescue

 

[UCSD1984]

the carbon on the top of the depiction is sp3 and "breaks" aromaticity.

Wait....am I having a brain-fart? The carbon with the lone pair is sp3, is it not?

Edit: I've had 2 double Jamieson's in the past hour so yea, forgive me for the stupid question. but I swear the carbon with the lp is sp3 hybridized.