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Resonance (all bonds are a hybrid of different bonds)

Posted: Sat Oct 26, 2019 5:33 pm
by Cindy Adiwidjaja 1B
In class, Dr. Lavelle said that in compounds with resonance, all bonds are really just a mix of different double and single bonds and that they are a hybrid of the two. In that case, how can we depict the most accurate bond type when drawing lewis structures?

Re: Resonance (all bonds are a hybrid of different bonds)

Posted: Sat Oct 26, 2019 5:43 pm
by preyasikumar_2L
All the resonance structures of compounds that have resonance structures are equally accurate, but you would most likely have to draw all the resonance structures when asked to draw the Lewis structures for those compounds. However, you also use formal charges to determine which Lewis structure is most accurate; the Lewis structure with the formal charge closest to zero is most stable and thus more common.

Re: Resonance (all bonds are a hybrid of different bonds)

Posted: Sat Oct 26, 2019 6:04 pm
by chrisleung-2J
If there are multiple structures with the same formal charges for each atom, I believe that you would draw all of the possible structures and put the two-headed arrow between them to indicate they're all equally possible.

Re: Resonance (all bonds are a hybrid of different bonds)

Posted: Sat Oct 26, 2019 6:06 pm
by Sanjana K - 2F
I've noticed that for molecules like carbonate and benzene, they may have you draw out all the resonance forms OR you can use dotted lines to represent the bonds that change from one structure to another. Here's an example.

Re: Resonance (all bonds are a hybrid of different bonds)

Posted: Sat Oct 26, 2019 6:26 pm
by ThomasNguyen_Dis1H
You have to draw every combination of the molecule with a double headed arrow between each lewis structure. This shows that the structures can really be any of the combinations you drew. That's the most accurate way to draw it using lewis structures.

Re: Resonance (all bonds are a hybrid of different bonds)

Posted: Sat Oct 26, 2019 6:31 pm
by Janet Nguy 2C
A better representation would be to draw the resonance hybrid (in benzene's case, it is just the hexagon with a circle in the middle to denote that the double bonds could be in either of the two positions)

Re: Resonance (all bonds are a hybrid of different bonds)

Posted: Sat Oct 26, 2019 6:54 pm
by Kayla Maldonado 1C
How can you tell if a compound has resonance and do all resonance forms need to be drawn when being asked for a lewis dot diagram?

Re: Resonance (all bonds are a hybrid of different bonds)

Posted: Mon Nov 11, 2019 11:05 am
by Cindy Adiwidjaja 1B
Kayla Maldonado 1A wrote:How can you tell if a compound has resonance and do all resonance forms need to be drawn when being asked for a lewis dot diagram?

To my knowledge, any structure with non-single bonds has resonance. In terms of depicting it, I think everyone else who replied is right.

Re: Resonance (all bonds are a hybrid of different bonds)

Posted: Mon Nov 11, 2019 3:43 pm
by Michelle N - 2C
From what I know, depending on the non-single bonds and its charges, that's how resonance occurs.

Re: Resonance (all bonds are a hybrid of different bonds)

Posted: Tue Nov 12, 2019 9:27 am
by Caroline Zepecki
Is it possible to have a resonance structure where the bond that changes with each different possible structure is a triple bond instead of a double bond??

Re: Resonance (all bonds are a hybrid of different bonds)

Posted: Tue Nov 12, 2019 10:19 am
by Mitchell Koss 4G
I believe so.