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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: Creatorepw1 on October 01, 2018, 11:57:27 PM

Title: Resonance Formation of 4-(Dimethylamino)pyridinium
Post by: Creatorepw1 on October 01, 2018, 11:57:27 PM

For an assignment, I am required to create 5 resonant forms of the molecule called, 4-(Dimethylamino)pyridinium, in which none of the resonance structures can have a negative charge and must only have 1 positive charge.

I have no idea how to even begin this question, so if anyone has tips as to how to start with this question, that'd be great!

Title: Re: Resonance Formation of 4-(Dimethylamino)pyridinium
Post by: Creatorepw1 on October 02, 2018, 12:24:39 AM

Update: I was able to come up with 3 resonant forms, but I am now stuck as to what to do now.

If anyone can give me tips (without giving the answer away), please do so and I'll be extremely grateful!

Attached are the 3 forms I came up with and if they are not chemically possible, please let me know!

Title: Re: Resonance Formation of 4-(Dimethylamino)pyridinium
Post by: mjc123 on October 02, 2018, 04:30:56 AM

Can you involve the lone pair on the amino nitrogen?

Title: Re: Resonance Formation of 4-(Dimethylamino)pyridinium
Post by: Creatorepw1 on October 02, 2018, 05:00:54 PM

Quote from: mjc123 on October 02, 2018, 04:30:56 AM

Can you involve the lone pair on the amino nitrogen?

Thanks for the tip!!

Attached below are all the ones I came up with (all 5).

Can someone just verify that these are all chemically possible, because I'm only like 90% sure these are correct lol